Category: 20532-33-6

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

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

Reference£º
Patent; Eli Lilly Company; US5789402; (1998); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

[000541j To a solution of Compound 41A (500 mg, 2.97 mmol) in THF (30 mL) was added n-BuLi (1.42 ml, 3.56 mmol) at -78 C under the protection of nitrogen. Then it was stirred at -78 C for 1 h, DMF (434 mg, 5.94 mmol) was added to the mixture and stirred for another one hour at -78 C. The reaction was quenched with sat. NH4C1. After separation, the organic phase was washed with brine, and dried over anhydrous Na2SO4, and purified by silica gel column chromatography (ethyl acetate in petroleum 20% v/v) to render Compound 41B. ?H-NMR (CDC13, 400 MHz) major characteristic peaks: (5(ppm) 7.47 (dd, J= 2.0, 8.8 Hz, 1H), 7.83 (d,J= 8.8 Hz, 1H), 7.93(d,J= 2.0 Hz, 1H), 7.97 (s, 1H), 10.11 (s, 1H)., 20532-33-6

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

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; WO2015/65937; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

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 85-86C., 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; US5741789; (1998); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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-chloro-2-(4-hydroxy-1-(tert-butoxycarbonyl)piperidin-4-yl)benzothiophene A solution of 0.60 gm (3.56 mMol) 5-chlorobenzothiophene 1.55 mL in 20 mL freshly distilled tetrahydrofuran was cooled to -78 C. under a nitrogen atmosphere. To this was then added a solution of 2.94 mL (3.56 mMol) n-butyllithium and the reaction mixture was stirred at -78 C. for 1 hour. To the resulting anion solution was added dropwise a solution of 0.779 gm (3.91 mMol) 1-tert-butoxycarbonyl-4-piperidone and then the reaction mixture was allowed to warm to 0 C. The reaction mixture was then quenched with saturated aqueous sodium bicarbonate, diluted with 1:1 hexanes:diethyl ether and the phases separated. The organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to flash silica chromatography, eluding with toluene containing 10% ethyl acetate. Fractions shown to contain product were combined and concentrated under reduced pressure to give 1.09 gm of the desired compound as a colorless foam contaminated with 20% 1-tert-butoxycarbonyl-4-piperidone., 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; US5846982; (1998); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

To 5-chloro-benzo[b]thiophene (702 mg, 4.16 mmol) in 3.5 ml of anhydrous THF at -78 C. under argon was added n-BuLi (2.6 ml, 1.6 M in hexanes) and the resulting mixture was stirred at that temperature for 1 h, then 4-(benzyloxy)-5-bromo-2-methylbenzaldehyde (1.27 g, 4.16 mmol) in 2.5 ml of THF was added dropwise over 5 mins. The reaction mixture was stirred at -78 C. for 1 h, then was left in -30 C. freezer overnight. It was then quenched with aq. NH4Cl solution, extracted with EtOAc three times. The combined organic layer was washed with brine, dried with Na2SO4 and the solvent was evaporated. The residue was purified by flash column chromatography on silica gel (80 g column, EtOAc/heptane: 0>>>10%) to yield 1.77 g (89.7%) of 20-A as a white solid. 1H NMR (CDCl3) delta 7.75 (s, 1H), 7.65 (d, J=8.59 Hz, 1H), 7.61 (d, J=2.02 Hz, 1H), 7.45-7.51 (2H), 7.36-7.43 (2H), 7.32 (m, 1H), 7.24 (dd, J=8.08, 2.02 Hz, 1H), 6.95 (s, 1H), 6.73 (s, 1H), 6.11 (d, J=3.54 Hz, 1H), 5.13 (s, 2H), 2.60 (d, J=4.04 Hz, 1H), 2.23 (s, 3H). MS (ES) 495.0 (M+Na+).

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; Janssen Pharmaceutica NV; Gaul, Micheal; Kuo, Gee-Hong; Xu, Guozhang; Zhao, Bao-Ping; US2014/256657; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

To a solution of 5-chlorobenzo[b]thiophene (30 mmol) in AcOH (10 mL) and DCM (50 mL) at room temperature was added NBS (30 mmol) in one portion. After stirring overnight, the reaction mixture was treated with Na2S03 and water, followed by extraction with EtOAc. The combined organic layers were washed with brine and dried over anhydrous Na2S04. After filtration and concentration, the crude product was purified by column chromatography to give the title compound

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

Reference£º
Patent; SUNOVION PHARMACEUTICALS INC.; CAMPBELL, John, Emmerson; CAMPBELL, Una; HANANIA, Taleen, G.; SHAO, Liming; WO2013/119895; (2013); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

To a solution of 5-chlorobenzo[b]thiophene (30 mmol) in AcOH (10 mL) and DCM (50 mL) at room temperature was added NBS (30 mmol) in one portion. After stirring overnight, the reaction mixture was treated with Na2S03 and water, followed by extraction with EtOAc. The combined organic layers were washed with brine and dried over anhydrous Na2S04. After filtration and concentration, the crude product was purified by column chromatography to give the title compound

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

Reference£º
Patent; SUNOVION PHARMACEUTICALS INC.; CAMPBELL, John, Emmerson; CAMPBELL, Una; HANANIA, Taleen, G.; SHAO, Liming; WO2013/119895; (2013); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

Preparation III 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 50C 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.= 85-86C MS(FD): m/e=249 (M+2) EA: Calculated for: C8H4BrClS: Theory: C, 38.82; H, 1.63. Found: C, 39.12; H, 1.72.

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; EP812826; (1997); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

20532-33-6, PREPARATION IX 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 50C 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.= 85-86C MS(FD): m/e=249 (M+2) EA: Calculated for: C8H4BrClS: Theory: C, 38.82; H, 1.63. Found: C, 39.12; H, 1.72.

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

Reference£º
Patent; ELI LILLY AND COMPANY; EP875513; (1998); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

5-chloro-2-(4-hydroxy-1-(tert-butoxycarbonyl)piperidin-4-yl)benzothiophene A solution of 0.60 gm (3.56 mMol) 5-chlorobenzothiophene 1.55 mL in 20 mL freshly distilled tetrahydrofuran was cooled to -78C under a nitrogen atmosphere. To this was then added a solution of 2.94 mL (3.56 mMol) n-butyllithium and the reaction mixture was stirred at -78C for 1 hour. To the resulting anion solution was added dropwise a solution of 0.779 gm (3.91 mMol) 1- tert -butoxycarbonyl-4-piperidone and then the reaction mixture was allowed to warm to 0C. The reaction mixture was then quenched with saturated aqueous sodium bicarbonate, diluted with 1:1 hexanes:diethyl ether and the phases separated. The organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to flash silica chromatography, eluding with toluene containing 10% ethyl acetate. Fractions shown to contain product were combined and concentrated under reduced pressure to give 1.09 gm of the desired compound as a colorless foam contaminated with 20% 1- tert -butoxycarbonyl-4-piperidone. MS(FD): m/e=367 (M+), 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; EP812826; (1997); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem