Some tips on 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

i) 5-Chloro-benzo[b]thiophene-3-sulfonyl chloride To a solution of 5-chloro-benzo[b]thiophene (Synchem, 1.0 g, 6 mmol) in 1,2-dichloroethane (10 mL) was added sulfur trioxide dimethylformamide complex (1.1 g, 7.2 mmol). The reaction mixture was stirred at 85 C. for 3 h, cooled down to about 50 C., and thionyl chloride (0.92 g, 7.8 mmol) was added. The mixture was further stirred at 80 C. for 1 h, cooled down and chromatographed on silica gel using heptane/ethyl acetate as eluent to obtain 5-chloro-benzo[b]thiophene-3-sulfonyl chloride (1.25 g) as colorless crystals. MS (EI) m/e 265.8 (M), 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

Reference:
Patent; Hebeisen, Paul; Kitas, Eric A.; Minder, Rudolf E.; Mohr, Peter; Wessel, Hans Peter; US2009/143448; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 20532-33-6

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

[Referential Example 25] 5-Chlorobenzo[b]thiophene-2-carboxylic acid: After 5-chlorobenzo[b]thiophene (2.53 g) was dissolved in absolute ether (40 ml), and the interior of a vessel was purged with argon, the solution was cooled to -78C. tert-Butyllithium (1.54N hexane solution, 9.74 ml) was added dropwise to the solution, and the mixture was stirred at the same temperature for 1 hour in total. The reaction mixture was heated to 0C and stirred for 1.5 hours. The reaction mixture was cooled again to-78C and stirred for 1.5 hours while blowing carbon dioxide into the interior of the vessel. The temperature was returned to room temperature, 0.3N hydrochloric acid (100 ml) and ethyl acetate were added to the reaction mixture to separate an organic layer. The solvent was distilled off under reduced pressure, and ether was added to the residue. Precipitates were collected by filtration to obtain the title compound (2.67 g) as a colorless solid. 1H-NMR (DMSO-d6) delta: 7.53(1H,dd,J=8.5,2.2Hz), 8.07-8.11(3H,m), 13.65(1H,br.s). MS (FAB) m/z: 213(M+H)+.

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1270557; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 20532-33-6

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

Preparation 25 3-Bromo-5-Chlorobenzothiophene To a solution of 0.30 gm (1.77 mMol) 5-chlorobenzothiophene 1.0 mL acetic acid was added a solution of 0.31 gm (1.95 mMol) bromine in 1.0 mL acetic acid under a nitrogen atmosphere. The reaction was heated to 50 C. for 4 hours at which time the volatiles were removed under reduced pressure. The residue was partitioned between dichloromethane and aqueous sodium bicarbonate. The phases were separated and the organics were washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure to give 0.335 gm (76%) of the title compound as a tan solid. m.p.=85-86 C. MS(FD): m/e=249 (M+2).

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US6358972; (2002); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 20532-33-6

20532-33-6, 20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

5-Chlorobenzothiophene was prepared by procedures known in the art (J. Heterocyclic Chem. 1988, 25, 1271). 1.68 g (9.96 mmol) of the compound were dissolved in 20 ml dry ether, and the solution was kept under argon at room temperature, while 6.25 ml (10 mmol) of a 1.6 M solution of butyl lithium in hexane was added dropwise. It was stirred for 30 min, cooled to -30 C. followed by slow addition of 1.60 g (10.0 mmol) bromine. After 30 min stirring at this temperature cooling was stopped, and the mixture was washed with aqueous sodium thiosulfate solution. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the title benzothiophene was obtained after chromatography on silica gel with hexane to give 1.65 g (67%) of a colorless oil, which slowly solidified.

20532-33-6, 20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Takeuchi, Kumiko; Jirousek, Michael Robert; Paal, Michael; Ruhter, Gerd; Schotten, Theo; US2004/9976; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 20532-33-6

20532-33-6, 20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 14d was converted to Compound 14e using the method described in Eur. J. Med. Chem. 2001, 36(1), 55-62). Compound 14e was oxidized with selenium dioxide, to yield Compound 14f using the method described in British patent 1399089(1971): HPLC: 3.78 min; MS (ES) m/z 239 (MH-).

20532-33-6, 20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Hawkins, Michael J.; Greco, Michael N.; Powell, Eugene; de Garavilla, Lawrence; Maryanoff, Bruce E.; US2005/176769; (2005); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 20532-33-6

20532-33-6, As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

5-Chlorobenzo [b] thiophene (2 g, 11.8 mmol) was dissolved in dichloromethane under a 250 ml two-necked round bottom flask(NaCl) (1.95 g, 23.6 mmol) and Br2 (1.89 g, 11.8 mmol) were slowly added to a solution ofThe mixture was added for 5 minutes. After the reaction, 10% sodium bisulfate (NaHS04) solution (20 ml) was poured into the mixture and thenThe resulting mixture was extracted with ethyl acetate (20 ml), dried over MgS04 and evaporated in vacuo to give 2.49 g of a yellow solid(85% yield).

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Reference£º
Patent; LG DISPLAY CO LTD; LEE, BANGSOOK; BIN, JONGKWAN; SEO, BOMIN; (14 pag.)CN103896967; (2016); B;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 20532-33-6

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 20 Preparation of 5-chloro-2-(4-hydroxy-N-t-butoxycarbonylpiperidin-4-yl)benzo[b]thiophene A solution of 5-chlorobenzo[b]thiophene (0.600 g, 3.56 mmol) in freshly distilled tetrahydrofuran (20 ml) was treated with n-butyllithium (1.2M, 2.94 ml, 3.56 mmol) under nitrogen atmosphere at -78 C. The anion was allowed to stir for 60 minutes, and then was treated with a solution of N-t-butoxycarbonyl-4-piperidone (0.779 g, 3.91 mmol) in tetrahydrofuran (5.0 ml) and allowed to warm to 0 C. The reaction was quenched with sat. sodium bicarbonate, diluted with hexanes/diethyl ether (1:1), separated, the organic phase washed with brine and dried over sodium sulfate. Flash chromatography (silica gel, toluene/ethyl acetate 9:1) gave 1.09 g of a colorless foam which was contaminated with 20% unreacted piperidone. FDMS m/e=367.

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US5741789; (1998); A;; ; Patent; Eli Lilly and Company; US5627196; (1997); A;; ; Patent; Eli Lilly and Company; US5614523; (1997); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

PREPARATION 20 Preparation of 5-chloro-2-(4-hydroxy-N-t-butoxycarbonylpiperidin-4-yl)benzo[b]thiophene A solution of 5-chlorobenzo[b]thiophene (0.600 g, 3.56 mmol) in freshly distilled tetrahydrofuran (20 ml) was treated with n-butyllithium (1.2M, 2.94 ml, 3.56 mmol) under nitrogen atmosphere at -78 C. The anion was allowed to stir for 60 minutes, and then was treated with a solution of N-t-butoxycarbonyl-4-piperidone (0.779 g, 3.91 mmol) in tetrahydrofuran (5.0 ml) and allowed to warm to 0 C. The reaction was quenched with sat. sodium bicarbonate, diluted with hexanes/diethyl ether (1:1), separated, the organic phase washed with brine and dried over sodium sulfate. Flash chromatography (silica gel, toluene/ethyl acetate 9:1) gave 1.09 g of a colorless foam which was contaminated with 20% unreacted piperidone. FDMS m/e=367., 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5576321; (1996); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

EXAMPLE 33 [0221] Preparation of (2S)-3-[4-(5-Chlorobenzo[b]thiophen-2-yl)-2-methyl-1,2,3,6-tetrahydropyridyl]-1-(1H-indol-4-yl)oxy-2-propanols oxalate. [CHEMMOL-00072] [0222] Preparation of 4-(5-Chlorobenzo[b]thiophen-2-yl)-2-methyl-1,2,3,6-tetrahydropyridine and 4-(5-Chlorobenzo[b]thiophen-2-yl)-2-methyl-1,2,5,6-tetrahydropyridine. [CHEMMOL-00073] [0223] Scheme IA, Step A: A solution of 5-chlorobenzo[b]thiophene (505.4 mg, 3.0 mmol) in dry THF (10 mL) at -78 C. is treated with 1.6 M n-BuLi in hexanes (2.2 mL, 3.3 mmol) for 1 h. To this is cannulated N-t-butoxycarbonyl-4-(2-methyl)piperidone (3.3 mmol) in THF (5 mL) and the reaction mixture is stirred at -78 C. for 2h, warmed to room temperature and stirred for an additional 1 h. The reaction is then quenched with 40 mL of saturated aqueous NaHCO3 solution. The mixture is then extracted with (3¡Á50 mL) EtOAc. The organic layers are washed with 40 mL of brine, combined, dried over MgSO4 and concentrated. Purification with flash chromatography (25% EtOAc/hexanes) affords the intermediate title compound which is carried on to the next step., 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2004/6229; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

PREPARATION 22 Preparation of 3-bromo-5-chlorobenzo[b]thiophene A solution of bromine (0.31 g, 1.95 mmol) in 1.0 ml glacial acetic acid was added to a stirred solution of 5-chlorobenzo[b]thiophene (0.300 g, 1.77 mmol) in glacial acetic acid (1.0 ml) under nitrogen atmosphere. The reaction was heated to 50 C. for 4 hours, the volatiles removed under reduced pressure, the residue diluted in methylene chloride, washed with aq. sodium bicarbonate and with brine and dried over sodium sulfate. Evaporation gave 0.335 g (76%) of a tan solid. mp 85-86 C., FDMS m/e=249 (M+2)., 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Eli Lilly and Company; US5576321; (1996); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem