Category: chlorides-buliding-blocks

Reference of 1009102-44-6, 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 1009102-44-6 as follows.

To a soution of (E)-3-((3aS,5aR,5bR,7aR,9S, 11 aR, 11 bR, 13aS)-9-hydroxy-1 – isopropyl-5a,5b,8,8, 11 a-pentamethyl-2-oxo- 3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a, 11b, 12,13, 13a-octadecahydro-2H- cyclopenta[a]chrysen-3a-yl)acrylic acid (500 mg, 1.007 mmol), 1-(4- chlorophenyl)cyclopropanamine hydrochloride (226 mg, 1.107 mmol) and HATU (765 mg, 2.013 mmol) in Nu,Nu-dimethylformamide (DMF) (2 mL) stirred at 0C was added DIPEA (0.703 mL, 4.03 mmol) . The reaction mixture was stirred at 20 C for 1 h. The reaction mixture was adjusted pH to 3-4 by 2 M HCI, filtered, and the solid was washed with water (50 mL), solved into DCM, dried over sodium sulfate and evaporated in vacuo to give the crude product. The crude product was washed with petrol ether/EtOAc/DCM (10/1/1) to afford the target product (E)-N-(1-(4-chlorophenyl)cyclopropyl)-3- ((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-hydroxy-1-isopropyl-5a, 5b, 8,8,11 a- pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9, 10,11, 11a, 11b, 12, 13,13a-octadecahydro-2H- cyclopenta[a]chrysen-3a-yl)acrylamide (685 mg, 1.007 mmol, 100 %)) as a yellow soild.

According to the analysis of related databases, 1009102-44-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAN, Nianhe; JOHNS, Brian Alvin; TANG, Jun; WO2013/90683; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, 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 1996-30-1, Recommanded Product: 3-Bromo-4-fluorochlorobenzene

To a solution of 2-bromo-4-chloro-l-fluoro-benzene (5 g, 0.0238 mol) in anhydrous diethyl ether (30 mL) was added a 2M solution of n-BuLi in n-hexane (13 mL, 0.0262 mol) at -70 C under nitrogen atmosphere. The reaction mixture was stirred at the same temperature for 30 min. Then, to this reaction mixture was added triisopropyl borate (4.93 g, 0.0262 mol) dropwise. The reaction mixture turned into a white slurry, which was further stirred at -70 C for 30 min and then warmed to RT and stirred for 1 h. The progress of reaction was monitored by TLC and 1H NMR. After completion of the reaction, the mixture was hydro lyzed with 6 N HC1, stirred for lh and the product was extracted with EtOAc (50 mL). The organic layer was washed with brine and concentrated under reduced pressure to obtain a sticky compound which was triturated with n-pentane to afford (5-chloro-2-fluoro-phenyl)boronic acid (2.2 g) as an off white solid

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; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; PUJALA, Brahmam; SHINDE, Bharat Uttam; NAYAK, Anjan Kumar; CHAKLAN, Naveen; AGARWAL, Anil Kumar; RAMACHANDRAN, Sreekanth A.; PHAM, Son; WO2015/103355; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29671-92-9,Some common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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.

Method A: 2,4-diamino-6-chloropyrido[3,2-c/]pyrimidine (7.5 g, 38 mmole), e.g. prepared according to Colbry et a/. J. Heterocycl, Chem. (1984) 21 :1521 , was suspended in 6 N HCI (300 ml) and the mixture was refluxed for 5 hours. After cooling, the pH was made alkaline (pH about 9 – 10) by means of 10 N NaOH. The precipitate obtained was filtered, washed with H2O and dried at 100 0C, resulting in the pure title compound (7.0 g, yield 95 %) which was characterized by its mass spectrum as follows: MS (m/z): 197 ([M+H]+, 100).Method B: A mixture of 3-amino-6-chloro-pyridine-2-carboxamide (5.1 g, 30 mmol), chloroform-amidine hydrochloride (6.99 g, 60 mmol), dimethylsulfone (24 g) and sulfolane (2.4 ml) was heated at 165 0C for 30 min. To the hot mixture was added water (50 ml). After cooling to room temperature, a diluted ammonium hydroxide solution was slowly added drop wise till pH 7. The resulting precipitate was filtered off, washed with water and dried overnight at 100 0C to give the pure title compound (5.8 g, 98 %). The obtained compound was used as such for further reactions without additional purification. M. p. >330C; elemental analysis calc. for C7H5CIN4O (196.6): C 42.77 H 2.56 N 28.50. Found: C 41.61 H 2.74 N 28.76.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Carbamimidic chloride hydrochloride, its application will become more common.

Reference:
Patent; 4 AZA Bioscience nv; WO2006/135993; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1303587-99-6,Some common heterocyclic compound, 1303587-99-6, name is 2-Chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine, molecular formula is C6H6ClN3O, 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.

Synthesis of (2-chloro-6, 7-dihydro-8H-pyrimido [5, 4-b] [I, 4] omicronchialphazetaeta-8-yl) (phenyl) methanone [0426] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (150 mg, 0.87 mmol) in DMF (1.5 mL) under argon atmosphere were added sodium hydride (70 mg, 1.74 mmol) and benzoyl chloride (184 mg, 1.30 mmol) at 0C. The reaction mixture was stirred for 10 min at 0 C. After consumption of the starting materials (monitored by TLC), the reaction was quenched with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were washed with a saturated sodium bicarbonate solution (20 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 35% EtOAc:hexanes to afford (2-chloro-6, 7- dihydro-8H-pyrimido [5, 4-b] [1, 4] oxazin-8-yl) (phenyl) methanone (160 mg, 66%>) as an off-white solid. 1H-NMR (CDC13, 500 MHz): delta 8.10 (s, 1H), 7.53-7.50 (m, 3H), 7.40-7.38 (m, 2H), 4.50-4.47 (m, 2H), 4.10-4.08 (m, 2H); LCMS: 276.3 (M+1); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 mupiiota); RT 3.89 min. 0.05% Aq TFA: ACN; 0.80 mL/min); TLC: 50% EtOAc:hexanes (R 0.5).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine, its application will become more common.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 33786-89-9, 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 33786-89-9 as follows.

DMAP (50 mg) and acetic anhydride (3.9 g, 37.9 mmol) were added sequentially and dropwise to a cold solution of 5-chloro-benzene-1 ,3-diamine (4.5 g, 31.6 mmol) in pyridine (22 ml.) keeping the internal temperature below 0C. The reaction mixture was allowed to warm to rt, stirred for 2 h, cooled to 0C, quenched by addition of ice cooled water, and extracted with EtOAc. The organic phase was washed with brine, dried (Na2S04), filtered, and concentrated. The crude material was purified by silica gel column chromatography (CH2CI2/MeOH, 99: 1 ) to afford the title compound. tR: 0.18 min (LC-MS 2); ESI-MS: 184.9 [M+H]+(LC-MS 2); Rf= 0.32 (hexane/EtOAc, 1 :4).

According to the analysis of related databases, 33786-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; MAH, Robert; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/80141; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 174913-10-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 174913-10-1, name is 1-Bromo-3-chloro-2-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 206 6-(3-Chloro-2-methoxyphenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 306, Structure 4 of Scheme II, where R1 =3-chloro-2-methoxyphenyl) This compound was prepared by General Method 2 (EXAMPLE 9) from compound 9 (60 mg, 0.19 mmol) and 2-bromo-6-chloroanisole (33 mg, 0.15 mmol). The crude product was purified by silica gel chromatography (EtOAc/hexane, 10:1) to afford 6 mg (8%) of Compound 306 as a yellow oil. Data for compound 306: 1 H NMR (400 MHz, CDCl3) 7.30 (m, 2H), 7.20 (m, 2H), 7.05 (t, J=8.0, 1H), 6.51 (d, J=8.3, 1H), 5.34 (s, 1H), 3.75 (s, 1H), 3.52 (s, 3H), 2.01 (s, 3H), 1.34 (s, 6H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-3-chloro-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693646; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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. Computed Properties of C6H3BrClN3

Intermediate 1-13To a suspension of Intermediate 1-12 (950 mg, 4.08 mmol) and Cs2C03 (1.6 g, 4.9 mmol) in acetonitrile (20 mL) was added allyl alcohol (0.3 mL, 4.5 mmol). The reaction mixture was heated at 65C for 6 h. More Cs2C03 (1.0 g) and allyl alcohol (0.25 mL) were added and the mixture was stirred at rt overnight. Water was added and the mixture was extracted with EtOAc. The organic phase was washed with brine, dried, filtered and concentrated. The residue was purified by column chromatography (cHex:EtOAc 2:1 to 1 :1.5) to give Intermediate 1-13 (690 mg, 80%).HPLC-MS (method 4): Rt =3.32 min, [M+Hf 210.H NMR (300 MHz, CDCI3) delta 7.87 (d, J = 0.9 Hz, 1H), 7.68 (s, 1H), 6.43 (s, 1 H), 6.13 (ddd, J = 22.7, 10.8, 5.5 Hz, 1H), 5.54 (d, J = 16.3 Hz, 1H), 5.44 (d, J = 10.4 Hz, 1H), 4.89 (d, J = 5.5 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 933190-51-3, its application will become more common.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); SNODIN, Michael D; PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; BLANCO-APARICIO, Carmen; LORENZO GARCIA, Milagros; RAMOS LIMA, Francisco Javier; WO2013/5041; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 13745-86-3 as follows. Safety of 11-Chlorodibenzo[b,f][1,4]thiazepine

(b) 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine. Piperazine (1.7mole) was dissolved in warm toluene (about 50C) (750ml) and 11-chloro-dibenzo[b,f][1,4]thiazepine added. The reaction was heated to reflux and maintained at this temperature for 5hr. After cooling to ambient temperature the reaction was filtered to remove piperazine hydrochloride, the organic phase was washed several times with water to remove excess piperazine. The organic phase was dried over magnesium sulphate and after filtration the solvent was removed in vacuo to give the product as an oil. The oil was dissolved in ethanol and treated with a solution of hydrogen chloride in ethanol. 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine was isolated as the dihydrochloride salt in ca 88% yield, m.pt. 103-105 (softens), 135-140C (decomp).

According to the analysis of related databases, 13745-86-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMPERIAL CHEMICAL INDUSTRIES PLC; EP282236; (1988); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2533-69-9, These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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.

To a solution of 4-bromobenzene-1,2-diamine (4.78 g, 25.5 mmol)in AcOH (50 mL) at 0C was added 5-bromo-2-(trichloromethyl)-1H-benzo[djimidazole (5.0 g, 28.3 mmol), then the mixture was stirred at room temperature for 3 hrs. Water was added and the precipitate was collected by filtration. The solid was washed with water, then dried under vacuum to afford the cmde product that was used directly in the next step without further purification. LC-MS (ESI): 312 (M + 1).

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (256 pag.)WO2018/204176; (2018); 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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Safety of 3,6-Dichloro-1,2,4,5-tetrazine

To a solution of 3,6-dichloro-1,2,4,5-tetrazine (1 g, 6.62 mmol) in Tol. (10 mL) was added pent-1-yn-3-ol (1.11 g, 13.25 mmol, 1.14 mL) at 20 C. The mixture was stirred at 110 C. for 16 hours under sealed tube. LCMS showed desired MS. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (SiO2, petroleum ether:ethyl acetate=1:1) to give 32a. MS mass calculated for [M+1]+ (C7H8Cl2N2O) required m/z 207.1, LCMS found m/z 207.0; 1H NMR (400 MHz, CDCl3) delta 7.79 (s, 1H) 4.94 (dt, J=7.73, 3.77 Hz, 1H) 2.72 (d, J=4.03 Hz, 1H) 1.94 (dqd, J=14.52, 7.39, 7.39, 7.39, 3.55 Hz, 1H) 1.60-1.72 (m, 1H) 1.06 (t, J=7.34 Hz, 3H).

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:
Patent; Terns, Inc.; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; ROMERO, F. Anthony; US2020/62742; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics