Chlorides-buliding-blocks

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Product Details of 933190-51-3

To a solution of 6-fluoropyridin-2-amine (1.12 g, 10 mmol) in DMF (16 mL) was added NaH (0.24 g, 60% dispersion in mineral oil, 10 mmol) and the mixture stirred for 0.5 h. To the mixture was added 6-chloro-N-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (0.93 g, 4 mmol) under N2. The mixture was stirred at room temperature for 16 h, then partitioned between 45 mL of saturated NH4Cl solution and 45 mL of ether. The organic layer was washed with water (30 mL×3) and saturated NaCl solution (30 mL×3), dried over Na2SO4, concentrated in vacuo, and purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=3:1) to give 6-chloro-N-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (1.04 g, 99%) as a light brown solid. LC-MS: [M+H]+, 264.1, 266.2, tR=1.601 min.

The synthetic route of 933190-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2770-11-8,Some common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, molecular formula is C12H10ClNO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2-(4-Chlorophenoxy)aniline (137 mg, 0.6237 mmol, 1.1 eq) and l-acetyl-N-(3- acetylphenyl)piperidine-4-carboxamide (160 mg, 0.5549 mmol, 1 eq) were stirred in dry dichloromethane (DCM) at room temperature for 10 min. Tri-isopropoxytitanium chloride (295 muL, 1.2351 mmol, 2.2 eq) was added to the reaction mixture which was stirred at room temperature for an additional 10 min. Sodium triacetoxyborohydride (590 mg, 2.7838 mmol, 5 eq) and acetic acid (3 drops) were added to the reaction mixture which was stirred at room temperature for 16 h. The reaction mixture was then poured onto a solution of saturated aqueous sodium bicarbonate (100 mL) and extracted with DCM (80 mL). The organic layer was washed with brine (100 mL), dried over MgSO4, filtered and concentrated to give the crude as a yellow oil. Purification of the crude by flash chromatography (ISCO) eluting with a gradient [from 100% petroleum ether (PE) to 100% EtOAc] gave the title compound (48 mg, 18%) as a clear oil.1R NMR (270 MHz, CDCl3) delta 1.43 (3H, d, J = 7.0 Hz, CH3), 1.60-1.95 (4H, m, 2chiCH2), 2.07 (3H, s, CH3), 2.38-2.52 (IH, m, CH), 2.55-2.72 (2H, m, CH2), 3.01-3.15 (2H, m, CH2), 4.36-4.50 (2H, m, CH + NH), 6.40-6.48 (IH, m, ArH), 6.52-6.60 (IH, m, ArH), 6.75-6.95 (4H, m, ArH), 7.04-7.09 (IH, m, ArH), 7.19-7.28 (3H, m, ArH), 7.35-7.50 (2H, m, ArH), 7.78 (IH, br s, NH); 13C NMR (67.5 MHz, CDCl3) delta 21.6, 25.2, 41.0, 45.8, 53.3, 60.5, 113.0, 117.0, 117.1, 118.6, 118.8, 119.2, 119.4, 119.6, 125.3, 129.4, 129.7, 138.4, 139.4, 142.6, 146.4, 156.3, 169.1, 172.5; LCMS (90% MeOH and 10% H2O;Symmetry C18 reverse phase column) ttau = 2.32 min; (ES”), m/z 492 ( ?3″5C, lM”, 75%), 494 (37ClM”, 25%); HRMS (ESI) calcd. for C28H31ClN3O3 (M+H)+ 492.2048, found 492.2051.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Chlorophenoxy)aniline, its application will become more common.

Reference:
Patent; STERIX LIMITED; WO2009/66072; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 108-37-2, name is 1-Bromo-3-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4BrCl

To a solution of diisopropylamine (76 mL, 0.4 mol) in anhydrous THF (664 mL) and n-hexane (220 mL) was added 2.5 M n-BuLi (160 mL, 0.4 mol) dropwise at -78 C. over 1 h. The mixture was stirred for 1 h at -78 C. and a solution of 1-bromo-3-chlorobenzene (76 g, 0.4 mol) in anhydrous THF (300 mL) was added dropwise at -78 C. After stirring for an additional 1 h at the same temperature, a solution of iodine (101 g, 0.4 mol) in anhydrous THF (400 mL) was added dropwise at -78 C. The temperature was raised from -78 C. to rt during 2 h. After stirring for 18 h at rt, the mixture was concentrated in vacuo to give the crude product (120 g) which was distilled under reduced pressure to give 1-bromo-3-fluoro-2-iodobenzene (115 g, 91%). 1H NMR (400 MHz, CDCl3) delta ppm 7.12-7.18 (t, 1H), 7.35-7.41 (dd, 1H), 7.49-7.54 (dd, 1H); MS (E/Z): 317 (M+H+)

According to the analysis of related databases, 108-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baldwin, John J.; Cacatian, Salvacion; Claremon, David; Dillard, Lawrence W.; Flaherty, Patrick T.; Ghavimi-Alagha, Bahman; Ghirlanda, Damiano; Ishchenko, Alexey V.; Kallander, Lara S.; Lawhorn, Brian; Lu, Qing; McGeehan, Gerard; Knapp-Reid, Beth A.; Semus, Simon; Simpson, Robert D.; Singh, Suresh B.; Terrell, Lamont R.; Tice, Colin; Tran, Tritin; Xu, Zherong; Yuan, Jing; Zhao, Wei; Zhao, Yongdong Y.; US2010/317697; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 39065-95-7,Some common heterocyclic compound, 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, molecular formula is C7H6ClF2NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a mixture of (S)-9-bromo-2-hydroxy-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyridine-7-carboxylic acid (43e, 280 mg, 899.94 umol) and HATU (376.40 mg, 989.93 umol) in DMF (3 mL) at 20 C. was added 4-(chlorodifluoromethoxy)aniline (1 h, 209.05 mg, 1.08 mmol) and DIPEA (232.62 mg, 1.80 mmol) in one portion. The mixture was stirred at 20 C. for 12 hours. LCMS showed 43e was consumed completely and one main peak with desired mass was detected. TLC (methanol:dichloromethane=10:1, Rf=0.41) indicated 43e was consumed completely and one new spot formed. The mixture was poured into EtOAc (20 mL), washed with water (5 mL*4) and brine (5 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by prep-TLC (SiO2, ethyl acetate_methanol=10:1) to give 43f as a yellow solid. 1H NMR (400 MHz, CDCl3-d) delta 10.47 (s, 1H), 8.25 (d, J=1.1 Hz, 1H), 7.99 (d, J=1.2 Hz, 1H), 7.96-7.90 (m, 2H), 7.36 (d, J=8.9 Hz, 2H), 5.37 (d, J=3.4 Hz, 1H), 4.58 (d, J=3.8 Hz, 2H), 4.38-4.30 (m, 1H), 3.22-2.96 (m, 2H), 2.04-1.99 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Chlorodifluoromethoxy)aniline, its application will become more common.

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 16793-91-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 16793-91-2 as follows.

General procedure: General synthetic procedure for the final products.The appropriately substituted 4-phenethylpiperidine (6)(0.5 mmol) was dissolved in acetonitrile (5 mL) and K2CO3(0.75 mmol) and the appropriate phenethyl bromide (7) (0.5 mmol) added. The reaction mixture was refluxedfor 8 h.After completion of the reaction (monitored by TLC), the reaction mixture was cooled to ambient temperature and filtered through a Celite pad. The filtrate was concentrated under vacuum to obtain the desired crude product. The crude product was further purified by column chromatography (silica gel: 3-5% methanol in dichloromethane) to afford the corresponding 1,4-diphenethylpiperidine (8a-8y) in good yield (75-80 %), which was then converted to hydrochloride salt by treatment with 2M HCl in diethyl ether.Compounds12a-12dwere synthesized using the same procedure as above, except that an appropriately substituted 4-benzylpiperidine (11) was utilized in place of compound6.

According to the analysis of related databases, 16793-91-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nickell, Justin R.; Culver, John P.; Janganati, Venumadhav; Zheng, Guangrong; Dwoskin, Linda P.; Crooks, Peter A.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 13; (2016); p. 2997 – 3000;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 81927-55-1, A common heterocyclic compound, 81927-55-1, name is Benzyl 2,2,2-trichloroacetimidate, molecular formula is C9H8Cl3NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(R)-Methyl 3-hydroxybutanoate (2.0 g, 17.0 mmol, 1.0 equiv) was stirred in cyclohexane(113 mL) and CH2Cl2 (56 mL) and benzyl 2,2,2-trichloroacetimidate (8.56 g, 33.9 mmol, 2.0 equiv) followed byTsOHH2O (10 mL, 0.85 mmol, 0.1 equiv) were added and the mixturestirred at 25 C for 18 h. Reactionwas quenched with saturatedaqueous NaHCO3 (100 mL) and the solution extracted with CH2Cl2(3100 mL), dried (MgSO4), rotary evaporated, and chromatographed(1:9 EtOAc/hexanes) to afford benzyl-protected alcohol 68(2.66 g, 76%) as a clear oil, which was used without further purification.Methyl ester 68 was stirred in NaOH (1 M, 22.0 mL,22.1 mmol, 1.8 equiv) and THF (20 mL) for 72 h. The mixture wasacidified to pH 3 using 1 M HCl, extracted with CH2Cl2 (3200 mL),the organic extracts combined, washed with brine (150 mL), dried(MgSO4), and rotary evaporated to afford carboxylic acid 69 (1.94 g,83%) as a clear oil: Rf 0.4 (1:9 MeOH/CH2Cl2); [a]D25 0.83 (c 0.113,CHCl3); IR (neat) nmax 3029 (br), 1706, 1454, 1377, 1305, 1204, 1134,1075 cm1; 1H NMR (500 MHz, C6D6) d 7.25e7.24 (m, 2H), 7.17e7.14(m, 2H), 7.08e7.05 (m, 1H), 4.27 (q, J13.0 Hz, 2H), 3.80e3.74 (m,1H), 2.44 (dd, J15.0, 7.0 Hz, 1H), 2.13 (dd, J15.0, 5.0 Hz, 1H), 0.96(d, J6.0 Hz, 3H); 13C NMR (125 MHz, C6D6) d 177.3, 139.1, 128.2(2C), 128.0, 127.8 (2C), 71.7, 70.8, 41.8, 19.6; HRMS (CI) calcd forC11H18NO, requires 212.1287, found 212.1297 (D4.7 ppm); Anal.Calcd for C11H14O3: C, 68.02; H, 7.27. Found: C, 68.13; H, 7.14.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Anderson, Katie; Laclef, Sylvain; Barrett, Anthony G.M.; Tetrahedron; vol. 70; 35; (2015); p. 5569 – 5579;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 20850-43-5, Application In Synthesis of 5-(Chloromethyl)benzo[d][1,3]dioxole

Step 1: N-((2S,3S)-1-(benzo[d][1,3]dioxol-4-yl)-3,4-bis(tert-butyldimethylsilyloxy)butan-2-yl)-2-methylpropane-2-sulfinamide To a slurry of magnesium turnings (1.09 g, 44.8 mmol) in 5 mL of THF was added iodine (0.0650 g, 0.256 mmol), followed by a solution of 5-(chloromethyl)benzo[d][1,3]dioxole (6.55 g, 38.4 mmol) in 30 mL of THF. After 1 minute, the exothermic reaction mixture was placed in an ice bath for 1 minute and then stirred at ambient temperature for 1 hour. TMEDA (7.68 ml, 51.2 mmol) was added to the reaction and the mixture was cooled to -78 C. for 5 minutes at which point a solution of (E)-N-((S)-2,3-bis(tert-butyldimethylsilyloxy)propylidene)-2-methylpropane-2-sulfinamide (5400 mg, 12.8 mmol) in 25 mL THF was added via a syring pump over 15 minutes. The reaction was allowed to warm to RT over the course of 2 hours then stirerd at RT for an additional hour. The mixture was diluted with ethyl acetate (100 mL) and poured in saturated ammonium chloride (250 mL). The aqueous layer was extracted with ethyl acetate (2*250 mL) and the combined organic layers were washed with water and then brine and dried over Na2SO4. The organic colvents were filtered, concentrated under reduced pressure and the crude material was purified by silica gel to provide N-((2R,3S)-1-(benzo[d][1,3]dioxol-5-yl)-3,4-bis(tert-butyldimethylsilyloxy)butan-2-yl)-2-methylpropane-2-sulfinamide (4.51 g, 63.1% yield) as a colorless oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Amgen Inc.; US2010/120774; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 367-22-6, name is 4-Chloro-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H5ClFN

N-(4-Chloro-3-fluorophenyl)-4-nitropyridin-3-amine NaH (422 mg, 60% dispersion in mineral oil, 10.6 mmol) was suspended in THF (20 mL) and 4-chloro-3-fluoroaniline (1.54 g, 10.6 mmol) and 3-fluoro-4-nitropyridine (500 mg, 3.52 mmol) were added. The reaction mixture was stirred for 18 h, quenched with sat aq NH4Cl (2 mL), and concentrated in vacuo. The residue was partitioned between water (50 mL) and DCM (50 mL) and the organic fraction was dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (207 mg, 22.0%) as an orange solid. LCMS (ES+): 268.0 [MH]+.

According to the analysis of related databases, 367-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Proximagen Limited; Espensen, Max; Patient, Lee; Evans, David; Savory, Edward; Simpson, Iain; US2014/275040; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., Computed Properties of C7H7Cl2N

General procedure: Compound 12a, 12b or 12c (0.55 mmol), the appropriate amine(1.1 mmol) and 1,2-dimethoxyethane (1 mL) were heated in amicrowave reactor (150 Watt, Power Max On, 90 C, 10 bar) for1 h. The solvent was removed under reduced pressure and the residuewas purified by column chromatography (silica gel, ethylacetate).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Koch, Pierre; Akkari, Rhalid; Brunschweiger, Andreas; Borrmann, Thomas; Schlenk, Miriam; Ku?ppers, Petra; Ko?se, Meryem; Radjainia, Hamid; Hockemeyer, Jo?rg; Drabczyn?ska, Anna; Kiec?-Kononowicz, Katarzyna; Mu?ller, Christa E.; Bioorganic and Medicinal Chemistry; vol. 21; 23; (2013); p. 7435 – 7452;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H9ClO4S

General procedure: To a solution of hydrogen chloride gas in dry ethyl acetate (1.5 M,3.0 mL) was added intermediate IM 3 (0.3 g, 0.6 mmol). The reactionmixture was stirred for 4 h at room temperature. The solvent was removedunder reduced pressure to give solid deprotected product.Various substituted-phenyl sulfonyl chlorides were added dropwise in a mixture of deprotected product and triethylamine (0.5 mL) in anhydrousCH2Cl2 (10 mL). After stirring at room temperature overnight, thereaction mixture was concentrated using a rotary evaporator. The crudeproduct was purified by chromatography on silica gel utilized a mixtureof chloroform and acetone (35:1, v/v) as eluent to furnish the desiredproduct.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 63624-28-2.

Reference:
Article; Yuan, Lei; Liu, Jun; He, Wenhui; Bao, Youmei; Sheng, Lei; Zou, Chunyang; Hu, Baichun; Ge, Wentao; Liu, Yang; Wang, Jian; Lin, Bin; Li, Yanchun; Ma, Enlong; Bioorganic Chemistry; vol. 84; (2019); p. 239 – 253;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics