Downstream synthetic route of 1423-61-6

1423-61-6, The synthetic route of 1423-61-6 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Prepare the following compounds by methods similar to those used for 4- benzo[?]thiophen-7-yl-2-chloro-pyridine using DMSO.

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 1423-61-6

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: In a sealed tube, a solution of 7-bromobenzothiophene (330 mg, 1.55 mmol), 4-tributylstannanyl-isoquinoline (648 mg, 1.55 mmol) and triphenyl phosphine(41 mg, 0.155 mmol) in DMF (3 mL) was degassed by freeze/thaw. Triethylamine (108 muL, 0.775 mmol), palladium (II) acetate (17 mg, 0.078 mmol), and cuprous iodide (59 mg, 0.31 mmol) were added and the reaction mixture was heated to 100 C. for 3 days. The crude product was obtained via aqueous work up using CH2Cl2 as extracting solvent., 1423-61-6

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 1423-61-6

As the paragraph descriping shows that 1423-61-6 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

2-Nitrophenylboronic acid, 4.22 g (105.6 mmol) of NaOH and 300 ml / 150 ml of THF / H2O were added to a solution of 12.2 g (35.2 mmol) of 7-bromobenzo [b] thiophene and 6.44 g Lt; / RTI & gt; 2.03 g (5 mol%) of Pd (PPh3) 4 was added at 40 deg. C and the mixture was stirred at 80 deg. C for 12 hours. After completion of the reaction, the reaction mixture was extracted with methylene chloride, and the residue was filtered with MgSO4. After removing the solvent of the filtered organic layer, 7- (2-nitrophenyl) benzo [b] thiophene (7.38 g, yield: 82%) was obtained by column chromatography., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; Doosan Co., ltd; Kim, Tae Hyoung; Kim, Song Mu; Lee, Chang Jun; Sin, Jin Yong; Baek, Young Mi; Park, Ho Chul; (40 pag.)KR101599586; (2016); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 1423-61-6

1423-61-6, The synthetic route of 1423-61-6 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Scheme I, step C: 7-bromobenzo(b)thiophene (3.01 g, 14.1 mmol, prepared above in step B) is dissolved in diethyl ether (20 mL) and the solution is added dropwise to a suspension of magnesium (0.69 g, 28.3 mmol) in diethyl ether (20 mL). Dibromoethane (1.22 mL, 14.1 mmol) in diethyl ether (10 mL) is then added dropwise to the reaction mixture, which is then heated to reflux for 3 hours. The reaction is then cooled to room temperature and 1-(t-butoxycarbonyl)-3-pyrrolidone (14.1 mmol, prepared following the procedure described in Synlett., 1, 55-57 (1995)) is added. The reaction is stirred overnight at room temperature. Water is then added to the reaction, and the mixture is extracted with diethyl ether. The organic layers are combined, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue is purified by flash chromatography (hexane:ethyl acetate, 7:3, silica gel) to provide 1-(t-butoxycarbonyl)-3-(7-benzo(b)thiophene)-3-hydroxy pyrrolidine.

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US6353008; (2002); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

1423-61-6, Step a) preparation of 1-(t-butoxycarboyl)-4-(7-benzo(b)thiophene)-4-hydroxypiperidine:45 g of 7-bromobenzothiophene are dissolved in 135 ml of THF and the solution thus obtained is added dropwise to a suspension of 5.13 g of magnesium in 10 ml of THF in a round-bottomed flask under nitrogen. A catalytic amount of iodine is added and the mixture is heated at the reflux temperature for 3 hours. The resulting mixture is cooled to room temperature and a solution of 36 g of 1-(t-butoxycarbonyl)-4-piperidone in 80 ml of THF is added. This mixture is stirred for 3 hours at room temperature, and saturated ammonium chloride solution is added.The resulting mixture is extracted with ethyl acetate. The extracts are dried and evaporated under vacuum; the crude product thus obtained is purified by flash chromatography using 95/5 hexane/ethyl acetate as eluent. 47.5 g of a white solid with a melting point of 130-131 C. are isolated.

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI; US2012/245150; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various fields.

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1423-61-6, Preparation 1; 2-Benzo[]thiophen-7-yl-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane; Combine 7-bromo-benzo[7?]thiophene (426 mg, 2 mmol), bis(pinacolato)diboron (756 mg, 3 mmol), [l,r-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1 : 1) (81 mg, 0.1 mmol), potassium acetate (294 mg, 3 mmol) in dimethyl sulfoxide (DMSO) (10 mL) in a flask. Bubble nitrogen through the mixture for 5 min. Seal the flask and heat in an oil bath at 100 0C for 4 hours. Dilute the mixture with chloroform/isopropanol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry the solution over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (hexane to 20 % ethyl acetate in hexane) to afford the title compound (342 mg, 66 %) as a colorless solid. MS (ES) m/z 261 [M+ 1]+.

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 1423-61-6

As the paragraph descriping shows that 1423-61-6 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 16; 4-Benzo[]thiophen-7-yl-2-chloro-pyridine; In a flask, combine 7-bromo-benzo[?]thiophene (1.7 g, 12 mmol), 2-chloro-4- (4,4,5, 5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-pyridine (1.6 g, 7 mmol), [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1 : 1) (285 mg, 0.3 mmol), 2-(di-tert-butylphosphino)biphenyl (63 mg, 0.2 mmol), sodium carbonate (2 M, 8 mL, 16 mmol) and THF (20 mL). Heat the mixture at 100 0C for 3 hours. Dilute the mixture with chloroform/isopropanol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (dichloromethane to 20 % THF in dichloromethane) to afford the title compound (1.14 g, 66 %) as a yellow solid. MS (ES) m/z 246 [M+ 1]+., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 2; Benzo[?]thiophene-7-boronic acid; Combine 7-bromobenzo[?]thiophene (300 g, 1.41 mmol) and triisopropylborate (403.6 g, 2.15 mmol) in anhydrous tetrahydrofuran (THF) (4000 mL) in a 12 L Morton flask fitted with a mechanical stirrer and cool under nitrogen in a dry-ice/acetone bath to – 70 0C. Add M-butyl lithium (1.6 M in hexane, 714 g, 1.68 mmol) dropwise at such a rate as to keep the internal temperature less than -67.5 0C. After the addition is complete, allow the reaction mixture to stir at this temperature for 1 hour. Remove the cooling bath and slowly add 4 L of water. Add concentrated HCl (75 mL) until the pH of the solution is about pH=2. Allow the slurry to stir for 1 hour. Add sufficient 5 N aqueous NaOH to adjust the pH of the mixture to about pH=12. Separate the layers and save the aqueous layer. Dilute organic layer with 4 L of methyl-tert-butyl ether and extract with 1 L of 5 N aqueous NaOH. Separate the layers. Combine the aqueous layer with the previous aqueous extract. Wash the aqueous layer with additional methyl-tert-butyl ether (4 L). Separate the layers and transfer the aqueous layers to a 12 L 3-neck round bottom flask fitted with a mechanical stirrer. Cool the solution to +5 0C with an ice-water bath. Add concentrated HCl slowly until the pH of the solution is about pH=2. Stir the mixture for 30 min and filter off the resulting solid. Rinse the solid on the funnel twice with 2 L of water and allow to air-dry for 30 min. Place the solid in a vacuum oven at 50 0C and dry under vacuum overnight. Remove the yellow color by slurrying the dried solid with 2 L of w-heptane for 30 min. Again filter off the solid, air-dry for 30 min, and vacuum dry at 40 0C overnight to afford the title compound (188.8 g, 75 %) as a white solid. 1H NMR (400 MHz, CD3OD) delta 7.86 (d, J= 8 Hz, IH), 7.49-7.57 (m, 2H), 7.30-7.39 (m, 2H)., 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 1423-61-6

As the paragraph descriping shows that 1423-61-6 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 1; 2-Benzo[]thiophen-7-yl-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane; Combine 7-bromo-benzo[?]thiophene (426 mg, 2 mmol), bis(pinacolato)diboron (756 mg, 3 mmol), [l,l ‘-bis(diphenylphosphino)ferrocene]dichloropalladium (II), complex with dichloromethane (1 : 1) (81 mg, 0.1 mmol), potassium acetate (294 mg, 3 mmol) in dimethyl sulfoxide (DMSO) (10 mL) in a flask. Bubble nitrogen through the mixture for 5 min. Seal the flask and put it into an oil bath and heat at 100 0C for 4 hours. Dilute the mixture with chloroform/isopropanol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry the organic solution over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (hexane to 20 % ethyl acetate in hexane) to afford the title compound (342 mg, 66 %) as a colorless solid. MS (ES) m/z 261 [M+ 1]+., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76705; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various.

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 6; Preparation of Compound 49; Step A – Synthesis of Compound 49 A; A solution of 7-bromothiophene (8.0 g, 37.5 mmol) in ether (50 mL) was cooled to -78 C and treated dropwise with n-BuLi (1.6 M solution in hexanes, 1.0 eq.) and the resulting reaction was allowed to stir at -78 C for 20 minutes. The reaction mixture was then diluted with DMF (dry 5.4 g, 67.4 mmol) and allowed to stirat -78 0C for 1 hour. The reaction mixture was then diluted with water and extracted into ether. The combined organic layers were dried (MgSO4), filtered, concentrated in vacuo and purified using flash column chromatography on silica gel to provide compound 49A as a colorless liquid.; Example 7; Preparation of Compound 52; Step A – Synthesis of Compound 52A; A solution of 7-bromothiophene (8.0 g, 37.5 mmol) in ether (50 mL) was cooled to -78 C, then n-BuLi (1.6 M soln in hexanes, 1.0 eq.) was added dropwise and the resulting reaction was allowed to stir at -78 0C for 20 minutes. The reaction mixture was diluted with DMF (dry 5.4 g, 67.4 mmol) and allowed to stir at -78 0C for 1 hour. The reaction mixture was then quenched with water and the resulting solution was extracted into ether. The combined organic layers were dried (MgSO4), filtered, and concentrated in vacuo to provide a crude residue which was purified using flash column chromatography on silica gel to provide compound 52A as a colorless liquid., 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; SCHERING CORPORATION; WO2008/82484; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem