Month: December 2022

Huerta, Pedro L. published the artcileSynthesis of various geometric and enantiomeric oxime O-(α- and β-methylcholinyl) ethers as potential anticholinergic agents, Quality Control of 4584-49-0, the publication is Journal of Pharmaceutical Sciences (1977), 66(8), 1120-4, database is CAplus and MEDLINE.

Various enantiomeric and geometric oxime O-(α- and β-methylcholinyl) ethers were prepared as potential anticholinergic agents. The synthesis, separation, resolution, and structural characterization of these compounds are reported. The 1st step of the synthetic pathway involved an oxime formation, with subsequent O-alkylation of the resp. oxime with 2-chloro-N,N-dimethylpropylamine hydrochloride. The separation of the α- and β-structural isomers utilized vacuum fractional distillation and/or column chromatog., and the resolution of the enantiomers was accomplished via the formation of tartrate diastereoisomers. A preliminary pharmacol. evaluation for anticholinergic activity was conducted using a rat ileum assay. Structure-activity relationships, including some stereochem. properties and antimuscarinic activity, are discussed.

Journal of Pharmaceutical Sciences published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Quality Control of 4584-49-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Mani, Ali R. published the artcileThe Metabolism and Dechlorination of Chlorotyrosine in Vivo, Related Products of chlorides-buliding-blocks, the publication is Journal of Biological Chemistry (2007), 282(40), 29114-29121, database is CAplus and MEDLINE.

During inflammation, neutrophil- and monocyte-derived myeloperoxidase catalyzes the formation of hypochlorous acid, which can chlorinate tyrosine residues in proteins to form chlorotyrosine. However, little is known of the metabolism and disposition of chlorotyrosine in vivo. Following infusion of deuterium-labeled [D₄]chlorotyrosine into Sprague-Dawley rats, the major urinary metabolites were identified by mass spectrometry. 3-Chloro-4-hydroxyphenylacetic acid was identified as the major chlorinated metabolite of chlorotyrosine and accounted for 3.6 ± 0.3% of infused [D₄]chlorotyrosine. The striking observation was that ∼40% (39 ± 1%) of infused [D₄]chlorotyrosine was dechlorinated and excreted in the urine as deuterated 4-hydroxyphenylacetic acid, a major metabolite of tyrosine. 1.1 ± 0.1% of infused [D₄]chlorotyrosine was excreted as [D₄]tyrosine. To determine whether protein-bound chlorotyrosine could undergo dechlorination, chlorinated albumin was incubated with liver homogenate from mutant rats, which did not synthesize albumin. There was ∼20% decrease in the chlorotyrosine content over 1 h. This study is the first to describe the dechlorination of chlorotyrosine as the major metabolic pathway to eliminate this modified amino acid in vivo.

Journal of Biological Chemistry published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Dragu, Eugenia Andreea published the artcileVisible-light triggered photoswitching systems based on fluorescent azulenyl-substituted dithienylcyclopentenes, Computed Properties of 219537-97-0, the publication is RSC Advances (2015), 5(78), 63282-63286, database is CAplus.

Novel azulenyl functionalized dithienylethenes were synthesized, and their photochromic reactivity, fluorescent and electrochem. properties were investigated. By tailoring the conventional dithienylcyclopentene chromophore with azulene groups, the photocyclization occurred with 405 nm wavelength light irradiation These compounds exhibited relatively strong fluorescence at 524 nm when excited at 360 nm, which decreased along with the photocyclization. Furthermore, their electrochem. oxidation induced cyclization.

RSC Advances published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C15H14Cl2S2, Computed Properties of 219537-97-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Shen, Qionghua published the artcileSynthesis, Characterization, and Glass Transitions of Some Asymmetrically Substituted Poly(siloxanes), Safety of Dichloro(hexyl)(methyl)silane, the publication is Macromolecules (1997), 30(18), 5485-5489, database is CAplus.

A homologous series of poly(n-alkylmethylsiloxanes), [SiMe(R)O]_n, were prepared by cationic ring-opening polymerization (ROP) of cyclotrisiloxanes containing n-alkyl substituents, such as C₂H₅, n-C₃H₇, n-C₄H₉, n-C₅H₁₁, and n-C₆H₁₃, on the Si. The resultant polymers were characterized by NMR, GPC, and DSC measurements. All of these asym. substituted polymers were obtained in high mol. weight form and were found to have an atactic configuration. Their glass transitions were found to increase smoothly from Et to n-hexyl (i.e., -139, -120, -115, -111.9, and -108 °C, for Et to n-hexyl, resp.). These T_gs are much lower than those of the corresponding polyolefins, [C(H)(R)CH₂]_n. Moreover, in the case of these polyolefins, the T_gs decrease continuously from R = Me to n-hexyl. The calculated T_gs for the polysiloxanes that were obtained by using published empirical equations show the same general trend as the exptl. values.

Macromolecules published new progress about 14799-94-1. 14799-94-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(hexyl)(methyl)silane, and the molecular formula is C27H39ClN2, Safety of Dichloro(hexyl)(methyl)silane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Nagao, Yoshimitsu published the artcileA new nonenzymatic chiral induction into prochiral meso compounds, Related Products of chlorides-buliding-blocks, the publication is Tetrahedron (1984), 40(8), 1215-23, database is CAplus.

A highly selective asym. induction into prochiral meso compounds used the chiral methoxycarbonyl-1,3-thiazolidine-2-thione I. Thus, condensation of I with the dimethylglutaric anhydride II in CH₂Cl₂-pyridine containing DCC gave 64.1% diamide III which underwent aminolysis with piperidine to give piperidide IV. Nucleophilic substitution reactions of IV gave the chiral meso compounds V [R = Me₂S⁺(O)C^–H, EtO₂CCH₂, 4-BrC₆H₄S, PhCHMeNH] in 79.1-98.7% yields. The mol. structure of IV was confirmed by x-ray crystal structure anal.

Tetrahedron published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Davis, Rohan A. published the artcileCarbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Bioorganic & Medicinal Chemistry (2010), 18(1), 14-18, database is CAplus and MEDLINE.

We have investigated the enzyme inhibition characteristics of a natural product (NP)-based phenolic library against a panel of human carbonic anhydrases (hCAs, EC 4.2.1.1) which included hCAs I and II (cytosolic) and hCA VA/VB (mitochondrial isoforms). Most of these compounds were weak, micromolar inhibitors of the two cytosolic hCAs (K _Is >10 μM) but showed good hCA VA/VB inhibitory activity with inhibition constants in the range of 70-125 nM. The selectivity ratios for inhibiting the mitochondrial over the cytosolic isoforms for these phenol derivatives were in the range of 120-3800, making them the most isoform-selective compounds for inhibiting hCA VA/VB known to date. The CA VA/VB enzymes are involved in biosynthetic processes such as gluconeogenesis, lipogenesis and ureagenesis, and no pharmacol. inhibitors with good selectivity are currently available. Thus the NP inhibitors identified during these studies are excellent leads for obtaining even more effective compounds that selectively target mitochondrial hCAs, and also have the potential to be used as tools for understanding the physiol. processes that are regulated by the two mitochondrial CA isoforms.

Bioorganic & Medicinal Chemistry published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ford-Moore, A. H. published the artcileSynthetic mydriatics, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Journal of the Chemical Society (1947), 55-60, database is CAplus and MEDLINE.

Tertiary (chloroalkyl)amine HCl salts were prepared by the method of Gough and King (C.A. 23, 91). Quaternary (chloroalkyl)ammonium chlorides were prepared by addition of MeI to the tertiary base and subsequent digestion with AgCl or by keeping the quaternary hydroxyalkylammonium chloride in CHCl₃, with SOCl₂. Dimethylethyl(2-hydroxyethyl)ammonium picate, yellow, m. 251°; dimethylethyl(2-chloroethyl)ammonium chloride, hygroscopic, m. 213° (decomposition) (picrate, orange, m. 200°); dimethyl(2-hydroxyethyl)isopropylammonium chloride, hygroscopic; (2-chloroethyl)isopropylamine-HCl m. 180-1° (2-chloroethyl)diisopropylamine-HCl m. 110°; dimethyl(2-chloropropyl)amine-HCl, hygroscopic, m. 196°; Me dimethylaminotert-butyl ketone-HBr m. 174° (picrate, yellow, m. 150°); 3-chloro-1-dimethylamino-2,2-dimethylbutane picrate m. 160°; 3-dimethylamino-2,2-dimethyl-1-propanol-HBr m. 158-9°; 1-(2-chloroethyl)piperidine-MeI m. 176-7°; 1,1-dimethyl-3-(chloromethyl)piperidinium iodide m. 176-7°. 4-(2-Hydroxyethyl)thiamorpholine-MeCl, m. 258° (decomposition), from 4-methylthiamorpholine and Cl(CH₂)₂OH; 4-(2-chloroethyl)thiamorpholine-MeCl decompose 232-5°. Me₂N(CH₂)₂NH₂ forms a monobenzilate, m. 152°, and a dibenzilate, m. 168-9°; the former, heated at 185° 2 hrs. and 0.5 hr. in vacuo, gives N-(2-dimethylaminoethyl)benzilamide-HO₂CC(OH)Ph₂, m. 126°; the free amide m. 124°. 1-Naphthyl isonitrosobenzyl ketone (I), yellow, m. 130-1°; 1,2-dioxo-1-phenyl-2-(1-naphthyl)ethane (II) m. 102-3°. Phenyl(1-naphthyl)glycolic acid (III), with 2 mols. H₂O, m. 117° and then 147-8°; concentrated H₂SO₄ gives a greenish-yellow color turning green. The 2-isomer of I m. 159-60°; of II m. 88-9°; of III m. 145-6° and with concentrated H₂SO₄ gives a greenish-blue color turning mauve. 2-Dimethylaminoethyl benzilate m. 91-2°; H benzilate m. 159-60°. 2-Diethylaminoethyl benzilate m. 54°. 2-(Methylpropylamino)ethyl benzilate-HCl, m. 154°. 3-Dimethylamino-2,2-dimethylpropyl benzilate, m. 66-7°; piperidinoethyl benzilate, m. 71-2°. β-4-Benziloyloxy-1,2,2,6-tetramethylpiperidine m. 155-6°; the α-form m. 137-8°; 4-benzilyloxy-1,2,2,6,6-pentamethylpiperidine m. 94°. The benzilic esters were prepared as follows: An intimate mixture of the (chloroalkyl)dialkylamine-HCl and K benzilate is heated at 140-60° 3-4 hrs., the cooled melt extracted with hot EtOH, and the residue from the EtOH stirred with Me₂CO; in a few cases, the amine and the acid were heated in boiling PHCl, from which the ester-HCl separated (IV). The (chloroalkyl)trialkylammonium chloride (or iodide) is heated in boiling EtOH with K (or Ag) benzilate 1 hr., and the filtrate evaporated and heated at 100° until solid (V). The tertiary aminoalkyl benzilate and an alkyl halide are heated without solvent or in Me₂CO; the methiodide and AgCl in MeOH give the methochloride (VI). The dry tertiary amino alc.-HCl is heated with Ph₂ClCCOCl until HCl evolution ceases (3-5 hrs.) (VII). The potency of these compounds is discussed in C.A. 40, 159.6. The following benzilates, Ph₂C(OH)CO₂R.R’X, were prepared by the methods indicated: R.R’X = CH₂CH₂NMe₂.HCl (IV), m. 188-9°; CH₂CH₂NMe₂.MeCl.-0.5H₂O (V), m. 218°; CH₂CH₂NMe₂.EtCl (VI, V), m. 213°; CH₂CH₂NMe₂.iso-PrCl (V), m. 199-200°; CH₂CH₂NMe₂.PrBr (VI), m. 186-7°; CH₂CH₂NMe₂.CH₃CH:CH₂Br (VI), m. 161-2°; CH₂CH₂NMe₂.BuBr (VI), m. 143-4°; CH₂CH₂NMe₂.AmBr (VI), m. 129-30; CH₂CH₂NMe₂.BrCH₂CH₂Br (VI), m. 173°; CH₂CH₂NEt₂.HCl (IV), m. 174-5°; CH₂CH₂NEt₂.MeCl (V), m. 184-5°; CH₂CH₂NEt₂.EtBr (VI), m. 220°; CH₂CH₂NEt₂.PrBr (VI), m. 171°; CH₂CH₂N(iso-Pr)₂.HCl (IV), m. 147-8°; CH₂CH₂N(iso-Pr)₂.MeCl (VI), m. 174-5°; CH₂CH₂NMeEt.PrBr (VI), m. 189°; (CH₂)₃NEt₂.MeCl (V), m. 195°; (CH₂)₃NMeEt.MeCl (V), m. 181°; CHMeCH₂NMe₂.EtBr (VI), m. 213°; CHMeCMe₂CH₂NMe₂.HCl (VII), m. 174-5°; CH₂CMe₂CH₂NMe₂.EtI (VI), m. 136-7°; CH₂CH₂NC₅H₁₀.HCl (IV), m. 170-1°; 2-(1-piperidyl)ethyl MeCl (V), m. 215°; 2-(1-piperidyl)isopropyl-HCl (VI), m. 167-8°; CH₂CH₂NC₄H₈O.HCl (IV), m. 181°; 2-(4-morpholinyl)ethyl-MeCl (V), m. 207-8°; 2-thiamorpholinyl)ethyl-MeCl (V), m. 227° (decomposition) (dioxide, CH₂CH₂N(CH₂.CH₂)₂SO₂.MeCl (V), m. 225° (decomposition)); (1-methyl-3-piperidyl) methyl-Me Cl (V), m. 238° (decomposition); β-form of 1,2,2,6-tetramethyl-4-piperidyl-HCl (VII), m. 244° (decomposition) (methiodide (VI), m. 225° (decomposition); methochloride, with 1 mol. iso-PrOH, m. 224° (decomposition)); α-form methiodide (VI), m. 239° (decomposition) (methochloride (VI), with 1 mol. iso-PrOH, m. 212° (decomposition)); 1,2,2,6,6-pentamethyl-4-piperidyl-HCl (VII), m. 253° (decomposition) (ethobromide (VI), m. 255° (decomposition)). PhMeC(OH)CO₂CH₂CH₂NMe₂.MeCl.H₂O (V) m. 170°; PhCH(CH₂OH)CO₂CH₂CH₂NMe₂.MeCl.0.5H₂O (V) m. 178-9°; PhMeC(OH)CO₂CH₂CH₂NC₅H₁₀.MeCl (V) m. 164-5°; (C₆H₄)₂C(OH)CO₂CH₂CH₂NC₄H₈O.HCl (IV) m. 195-6°; PhMeC(OH)CO₂CH₂CH₂NC₄H₈O.HCl (IV) m. 192° (decomposition); Ph₂C(OH)CONHCH₂CH₂NMe₂.EtBr (VI) m. 227°; 2-C₁₀H₇ CPh(OH) CO₂CH₂CH₂NMe₂.EtCl (IV) m. 221° (decomposition); 1-C₁₀H₇CPh(OH) CO₂CH₂CH₂NMe₂.EtCl (V) m. 194-5°.

Journal of the Chemical Society published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, Recommanded Product: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Elkik, Elias published the artcileα-Fluoro-α-ethylenic ketones: preparation and reaction with dimethylsulfoxonium methylide, SDS of cas: 5034-06-0, the publication is Tetrahedron Letters (1985), 26(33), 3977-80, database is CAplus.

RCH:CFCOR¹ (R = Ph, R¹ = Ph, Bu, Me; R = Me₂CH, R¹ = Bu; R = Me₃C, R¹ = Ph), prepared from RCH:CFCO₂Et and R¹Li, underwent cyclization with Me₂S(O):CH₂ to give the epoxides I in 6-90% yield.

Tetrahedron Letters published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, SDS of cas: 5034-06-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Nagao, Yoshimitsu published the artcileUtilization of sulfur-containing leaving group. 7. Highly selective nonenzymic chiral induction into 3-methylglutaric acid and cis-4-cyclohexen-1,2-ylenebis(acetic acid) utilizing a functional five-membered heterocycle 4(R)-MCTT, Related Products of chlorides-buliding-blocks, the publication is Journal of Organic Chemistry (1985), 50(21), 4072-80, database is CAplus.

Diamide I, prepared by treatment of 3-methylglutaric acid with 4(R)-(methoxycarbonyl)-1,3-thiazolidine-2-thione [4(R)-MCTT] in the presence of DCC in pyridine, was subjected to aminolysis with 1 equiv of piperidine in CH₂Cl₂ at -30° to give a mixture of diastereomers II [R₂N = piperidino, R¹₂N = MCTT moiety (III)] and II (R₂N = MCTT moiety, R¹₂N = piperidino) in a 88:12 ratio. III was separated by silica gel column chromatog. and treated with various nucleophiles to give optically pure bifunctional synthons (II; R₂N and R¹₂N = nucleophilic group) in high yields. Highly selective chiral induction into cis-4-cyclohexen-1,2-ylenebis(acetic acid) was also performed. Aminolysis of IV (R₂N and R¹₂N = MCTT moiety) (V) with 1 equiv of piperidine gave 94% diastereomer IV (R₂N = piperidino, R¹₂N = MCTT moiety). Similar chiral induction into cis-cyclohexan-1,2-xylenebis(acetic acid) and aminolysis of its 4(R)-MCTT diamide (VI) with piperidine were also carried out; opposite selectivity was obtained. The conformations of V and VI in a solvent, the relationship between the susceptibility of their conformations and environmental temperature, and the diastereoselectivity of the reaction are discussed on the basis of the 400-MHz ¹H NMR spectra.

Journal of Organic Chemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Smith, Catherine J. published the artcileFlow and batch mode focused microwave synthesis of 5-amino-4-cyanopyrazoles and their further conversion to 4-aminopyrazolopyrimidines, Safety of 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, the publication is Organic & Biomolecular Chemistry (2007), 5(17), 2758-2761, database is CAplus and MEDLINE.

A flow apparatus for microwave irradiation is constructed; the apparatus is used for the reactions of (ethoxymethylene)malononitrile with hydrazines RNHNH₂ (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) under microwave irradiation to give aminopyrazolecarbonitriles I (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 62-96% yields and in 90->95% purities (all but one in >95% purity). Microwave irradiation of hydrazines RNHNH₂ (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) with (ethoxymethylene)malononitrile using the described flow apparatus followed by flow of the mixture through a column of resin-bound benzylamine and a column of activated carbon provides I (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 62-91% yields and >95% purities; I (R = 4-HO₂CC₆H₄) could not be purified using the resin-bound benzylamine column and is isolated in 96% yield and 90% purity. This method is used to prepare >250 g of I (R = 4-HO₂CC₆H₄). I (R = Me, Ph, 4-ClC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) undergo cyclocondensation and dimerization under microwave irradiation with potassium tert-butoxide in toluene at 160° to give the pyrazolylpyrazolopyrimidines II (R = Me, Ph, 4-ClC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 28-82% yields; the products are purified by stirring with Amberlyst 15 in DMF followed by stirring of the resin with triethylamine in DMF. I (R = H) reacts with nitriles R¹CN (R¹ = Ph, 3-BrC₆H₄, 2-pyridinyl) under microwave irradiation with potassium tert-butoxide in toluene at 160° to give pyrazolopyrimidines III (R¹ = Ph, 3-BrC₆H₄, 2-pyridinyl) in 88-94% yields.

Organic & Biomolecular Chemistry published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C3H8N2S, Safety of 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics