Category: benzothiophene

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 10A 2-Benzo[b]thiophen-5-yl-4,4,5,5-tetramethyl-[3.2.1]dioxaborolane A mixture of 5-bromo-benzo[b]thiophene (Maybridge, 4.26 g, 0.0200 mol), bis(pinacolato)diboron (Aldrich, 6.09 g, 0.0240 mol) and potassium acetate (Aldrich, 2.94 g, 0.0300 mol) in 1,4-dioxane (Aldrich, 50 mL) was degassed and purged with N2 three times. [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) PdCl2(dppf).CH2Cl2 (300 mg, 0.4 mmol, Aldrich) was and the solution was heated to 100 C. for 20 hours. The mixture was then cooled to room temperature, diluted with 300 mL of EtOAc and washed with brine (2*20 mL). The organic solution was concentrated under reduced pressure and the residue was chromatographed to provide the title product. 1H NMR (300 MHz, CDCl3) delta 1.36-1.41 (S, 12H), 7.35 (d, J=5.50 Hz, 1H), 7.42 (d, J=5.70 Hz, 1H), 7.75 (d, J=8.14 Hz, 1H), 7.89 (d, J=8.14 Hz, 1H), 8.31 (s, 1H) ppm. MS (DCI/NH3) m/z 278 (M+H)+.

4923-87-9, The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ji, Jianguo; Li, Tao; Lynch, Christopher L.; Gopalakrishnan, Murali; US2008/45539; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

Compound TDI01116-2 (550 mg, 2.04 mmol) and bis(pinacolato)diboron (621 mg, 2.44 mmol) were dissolved in dioxane (20 mL), potassium acetate (600 mg, 6.12 mmol) and Pd(dppf)Cl2 (140 mg, 0.20 mmol) were added, purge with argon was performed for 3 times, and the reaction was placed in an oil bath at 80C overnight. Thin layer chromatography (petroleum ether : ethyl acetate= 10:1) indicated the reaction was complete. The reaction solution was cooled to room temperature, and concentrated under reduced pressure. The residue was separated and purified by column chromatography (petroleum ether : ethyl acetate= 20:1) to afford compound TDI01116-3 (600 mg, white solid, yield: 92.3%). 1H NMR (400 MHz, CDCl3) delta 8.35 (s, 1H), 8.06 (s, 1H), 7.87 (d, J = 8.0 Hz, 1H), 7.80 (d, J = 8.0 Hz, 1H), 3.95 (s, 3H), 1.38 (s, 12H).

360576-01-8, 360576-01-8 Methyl 6-bromobenzo[b]thiophene-2-carboxylate 22474078, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Tide Pharmaceutical Co., Ltd.; Zhao, Yanping; Wang, Hongjun; Li, Gong; Jiang, Yuanyuan; Li, Xiang; Zhou, Liying; Liu, Yanan; (106 pag.)EP3421464; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.146137-92-0,Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

12434] A mixture of 1.00 g of methyl 5-trifluoromethyl- benzo[b]thiophene-2-carboxylate, 772 mg of hydrazine monohydrate, and 15 ml of ethanol was stirred for 12 hours under reflux. The reaction mixture was concentrated under reduced pressure, and tert-butyl methyl ether was added to the residues. The organic layer was washed with 1 M hydrochloric acid and saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were recrystallized from tert-butyl methyl ether and ethanol, thereby obtaining 595 mg of N-amino-5-trifluoromethyl- benzo[b]thiophene-2-carboxamide (hereinafier, described as a ?compound 161 of the present invention?). 12436] ?H-NMR (DMSO-D5) oe: 10.21 (br s, 1H), 8.37 (s,1H), 8.33-8.28 (m, 1H), 9.14 (s, 1H), 7.76-7.73 (m, 1H), 4.62(br s, 2H).

146137-92-0, The synthetic route of 146137-92-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Mukumoto, Fujio; Tamaki, Hiroaki; Kusaka, Shintaro; Iwakoshi, Mitsuhiko; US2015/282482; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.310466-38-7,4-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

EXAMPLE 56 [0349] Preparation of (2S)-3-[(2R,4R)-4-(4-Fluorobenzo[b]thiophen-2-yl)-2-methylpiperidinyl]-1-(1H-indol-4-yl)oxy-2-propanol oxalate. [CHEMMOL-00107] [0350] Preparation of N-t-Butoxycarbonyl-4-(4-fluorobenzo[b]thiophen-2-yl)-2-methyl-4-piperidinol. [0351] Scheme IA, Step A: To a solution of 4- and 6-fluorobenzo[b]thiophene (12.4 g, 81.7 mmol, prepared in example 55) in dry THF (415 mL) at -78 C. was added 1.6 M n-BuLi in hexanes (56.4 mL, 90.2 mmol). The solution was stirred at -78 C. for 1.5 h. N-t-butoxycarbonyl-2-methyl-4-piperidone (15.7 g, 73.5 mmol) dissolved in THF (40 mL) was added via a cannula at -78 C. The reaction mixture was stirred at -78 C. for 4 h. The reaction was then quenched with 300 mL of saturated aqueous NH4Cl solution. The mixture was extracted (2¡Á500 mL) with EtOAc. The combined organic layers were then dried over MgSO4 and filtered. The filtrate was concentrated and purified by medium pressure chromatography (15% EtOAc/hexanes) to give the title compound as a white foam (3.66 g, 14%). 1HNMR (CDCl3) 7.54 (d, J=8.8 Hz, 1H), 7.25 (s, 1H), 7.22 (m, 1H), 6.96 (dd, J=9.0, 8.1, 1H), 4.31 (distt, 1H), 3.85 (m, 1H), 3.18 (dt, J=13.0, 2.9 Hz, 1H), 2.02-1.82 (m, 1H), 1.64 (dd, J=14.2, 6.8, 1H), 1.54-1.44 (m, 11H), 1.28 (d, J=6.8 Hz, 3H), 310466-38-7

As the paragraph descriping shows that 310466-38-7 is playing an increasingly important role.

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;,
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130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred mixture of ketone 1a or 1b (3 mmol) and diarylpropargylic alcohols 2a-e (3 ml) in acetonitrile (3 ml) the corresponding catalyst (Table 1) was added and the reaction mixture was refluxed under argon for 1 h. After cooling, the solvent was distilled off in vacuo. The residue was purified by recrystallization from the corresponding solvent or by chromatography on silica gel using the light petroleum/ethyl acetate (8:1) system as an eluent.

130-03-0, 130-03-0 Benzo[b]thiophen-3(2H)-one 10986413, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Shirinian, Valerii Z.; Zavarzin, Igor V.; Leonova, Evgeniya S.; Markosyan, Ashot I.; Mendeleev Communications; vol. 25; 4; (2015); p. 262 – 263;,
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5381-20-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

Thianaphthene-3-carboxaldehyde (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 mL) and extracted with chloroform (3¡Á75 mL). The extracts were concentrated and chromatographed (5% methanol in DCM) to yield the title compound as a white solid.1H NMR (DMSO-d6): delta 7.98 (1H, dd, J=6.5, 2.3 Hz), 7.92 (1H, dd, J=6.6, 2.4 Hz), 7.62 (1H, s), 7.36-7.45 (2H, m), 7.08 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.31 (2H, d, J=6.3 Hz).

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191460; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 500 mg of methyl 6-bromobenzo[b]thiophene-2-carboxylate, 458 mg of 6-trifluoromethyl-3-pyridylboronic acid, 407 mg of lithium chloride, 352 mg of sodium carbonate, 107 mg of tetrakis(triphenylphosphine)palladium(0), 20 ml of 1,4-dioxane, and 10 ml of water was stirred for 2 hours at 100C. After being cooled to room temperature,the reaction mixture was concentrated under reduced pressure. Chloroform was added to the residues, and insolublematter was separated by filtration. After water was added to the filtrate, extraction was performed using chloroform. Theorganic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reducedpressure. The residues were subjected to silica gel column chromatography, thereby obtaining 366 mg of methyl 6-(6-trifluoromethyl-3-pyridyl)benzo[b]thiophene-2-caboxylate.

360576-01-8, The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
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6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6314-28-9

Production Example 1; Production of compound (18) by the production method 1; To 5 ml of N,N-dimethylformamide were dissolved 0.40 g (1.8 mmol) of 4,4-difluoro-3-methyl-3-butenyl methanesulfonate and 0.33 g (1.9 mmol) of benzo[b]thiophene-2-carboxylicacid, followed by the addition of 0.46 g (5.5 mmol) of sodium hydrogencarbonate and stirring at 100 C for 2 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentrating under reduced pressure. The residue was purified with silica gel column chromatography (diisopropyl ether : hexane = 1:7) to obtain 0.48 g (yield: 93 %) of 4,4-difluoro-3-methyl-3-butenyl benzo[b]thiophene-2-carboxylate.1H-NMR (CDCl3, TMS) deltappm: 1.69 (3H, t), 2.42-2.49 (2H, m), 4.41 (2H, t), 7.38-7.49 (2H, m ), 7.85-7.90 (2H, m), 8.05 (1H, s)

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; Ihara Chemical Industry Co., Ltd.; EP1439169; (2004); A1;,
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Benzothiophene | C8H6S – PubChem

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;,
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Benzothiophene | C8H6S – PubChem

146137-92-0, Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 9; A mixture of 10.0 g of methyl 5-(trifluoromethyl) benzo[ b] thiophene-2-carboxylate, 1.80 g of lithium hydroxide monohydrate, 30 ml of water and 90 ml of methanol was stirred at 75C for 1 hour. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. To the obtained residue was added water, and washed with tert-butyl methyl ether 3 times. To the aqueous layer was added concentrated hydrochloric acid, and then extracted with tert-butyl methyl ether 3 times. The combined organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 9.10 g of 5- ( trifluoromethyl ) benzo [ b] thiophene-2-carboxylic acid.

146137-92-0, 146137-92-0 Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate 1477956, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MUKUMOTO, Fujio; TAMAKI, Hiroaki; IWAKOSHI, Mitsuhiko; KUSAKA, Shintaro; WO2012/153860; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem