Category: benzothiophene

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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.

Carboxylic acid (2 mmol, 1 equiv.) and HATU (76 mg, 0.2 mmol, 1 equiv.) were dissolved in 1 mL DCE in a one dram vial charged with a stir bar. DIPEA (0.1 mL, 0.6 mmol, 3 equiv.) was added and the resulting solution was stirred at RT for 10 minutes. Amine (0.2 mmol, 1 equiv.) was added to the mixture. The reaction solution was heated to 45 C and stirred overnight. Upon completion the reaction mixture was condensed and loaded onto a 60g C-18 cartridge and purified over a gradient of 5-95% ACN:H20. The fractions containing product were identified by LC-MS and condensed in vauco to give the final product., 4521-30-6

4521-30-6 Benzo[b]thiophen-2-amine 12526004, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; CRESTONE, INC.; DAY, Joshua; GRAHAM, James; JARVIS, Thale; MCFADDIN, Elizabeth; OCHSNER, Urs; SUN, Xicheng; WONG, Christina; (61 pag.)WO2019/169158; (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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 11 1A: 3-(Benzo[b]thiophen-7-yl)-4-methylpyridine[00360] A vessel capable of sealing was charged with a mixture of 7- bromobenzo[b]thiophene (370 mg, 1.736 mmol), 4-methylpyridin-3-ylboronic acid HC1 (361 mg, 2.084 mmol), PdCl2(dppf)-CH2Ci2 adduct (70.9 mg, 0.087 mmol), dioxane (8 mL), and a 2.0 M aqueous solution of K3PO4 (3.47 mL, 6.95 mmol) and was purged with nitrogen for 10 min. The vessel was sealed and heated at 90 C for 10 hours. Upon cooling, the reaction mixture was diluted with CH2CI2 and filtered with CH2Cl2/MeOH washing. The filtrate was concentrated under reduced pressure. The residue was dissolved in CH2CI2 and washed with water, brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude material was purified by BIOTAGE eluting with 10%-40% EtOAc/CELC^ at 30 mL/min. Concentration of appropriate fractions provided the title compound (350 mg, 89% yield). LC/MS: Example 1 11A (at) 1.50 min (RT) (Condition G). MS (ES): m/z=226.12.1 [M+H]+. XH NMR (400 MHz, CDCI3) delta ppm 8.50-8.64 (2 hr, m), 7.89 (1 hr, dd, J=7.93, 1.13 Hz), 7.40-7.55 (3 hr, m), 7.25-7.33 (1 hr, m), 7.22 (1 hr, d, J=6.30 Hz), 2.21 (3 hr, s)., 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; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
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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

Compound 9a (191 mg, 1 mmol) was refluxed in excess of thionylchloride (3 mL) overnight. Excess of thionyl chloride was evaporatedand the residue was dissolved in CH2Cl2, 3-bromopropylamine hydrobromide (328 mg, 1.5 mmol was addedfollowed by triethylamine (TEA; 0.42 mL, 3 mmol). The reactionmixture was stirred at room temperature. After the reaction wascompleted, the reaction mixture was diluted with CH2Cl2 andsequentially washed with water, 1 N HCl and saturated NaHCO3.The organic layer was dried over MgSO4, filtered and concentrated.The obtained product was purified by column chromatographywith n-hexane/ethyl acetate (EtOAc) = 4:1 to obtain 10a, (236 mg,76%) as white solid., 6314-28-9

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Paudel, Suresh; Cao, Yongkai; Guo, Shuohan; An, Byeongkwan; Kim, Kyeong-Man; Cheon, Seung Hoon; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6418 – 6426;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzo [b] thiophene-2-carboxylic acid (50 mg, 0.28 mmol) and dichloromethane (3 mL) was dissolved in thionyl chloride (SOCl2, 0.50 mL) and dimethylformamide (2 drops) after the addition, the mixture was stirred for 20 minutes at 50 .Thereafter, the reaction mixture was concentrated under reduced pressure, dichloromethane (3 mL) and then diluted to, quinolin-3-amine (50.0 mg, 0.347 mmol) and triethylamine (100 mg, 0.988 mmol) was added to 15 at room temperature and and it stirred for hours. When the thin film check chromatography (TLC), when a new spot is generated, to give the mixture was concentrated under reduced pressure, and purified by silica gel preparative thin layer chromatography (preparative TLC, ethyl acetate / n- hexane = 2/1), the reaction mixture is object of a white solid to give the compound (23.0 mg, 27%)., 6314-28-9

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; JUNG, YOUNG SIK; KIM, PIL HO; HAN, SOO BONG; RAGHAVENDRA, ACHARY; KIM, MEE HYEIN; LEE, CHONG KYO; SHIN, JIN SOO; (131 pag.)KR2015/25531; (2015); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

A mixture of compound B-198 (4.0 g, 0.019 mol) and cuprous cyanide (2.5 g, 28 mmol) in l-methylpyrrolidin-2-one (20 mL) was stirred at 200 C for 1 hour under microwave irradiation (150 W, 100 psi). On completion, the mixture was filtered, and the filtrate was diluted with dichloromethane (60 mL). This solution was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give crude compound B-199 (2.6 g, 87% yield) as a yellow solid. LCMS: (ES+) m/z (M+H)+ = 160.1, tR= 0.795.

17347-32-9, As the paragraph descriping shows that 17347-32-9 is playing an increasingly important role.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
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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

Compound 1 (38.20 g, 151 mmol) was dissolved in toluene (300 mL), and benzyl mercaptan (24.50 g, 197.00 mmol),DIPEA (39.50g, 306.00mmol, 53.2mL),4,5-bis (diphenylphosphine) -9,9-dimethylxanthene(8.90 g, 15.40 mmol) and tris (dibenzylideneacetone) dipalladium (6.89 g, 7.53 mmol),The reaction was refluxed overnight.After the reaction, water (500 mL) was added, and ethyl acetate (300 mL) was extracted twice. The organic layers were combined, and the solvent was evaporated under reduced pressure.After purification by column chromatography (PE: EA = 100: 1)Compound 2 was obtained (27.00 g, 57% yield)., 360576-01-8

As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference£º
Patent; Chengdu Xiandao Pharmaceutical Development Co., Ltd.; Li Jin; Wang Wei; Chu Hongzhu; Lv Kaizhi; Liu Lichuan; Nong Yunhong; Chen Wei; (17 pag.)CN110229146; (2019); A;,
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4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The air in the flask was replaced with nitrogen. 5-bromobenzo [b] thiophene (10.44 g, 49.0 mmol) and Ni (dppp) Cl 2 (1.27 g, 2.33 mmol) were placed in the flask and 200 mL of diethyl ether was added.Thereafter, a 2.0 M solution of octyl magnesium bromide in diethyl ether (35.25 mL, 70.5 mmol) was slowly added dropwise, and the mixture was stirred at room temperature for 12 hours.Water was added to the obtained solution, and the mixture was extracted with hexane. The organic phase was dried by adding sodium sulfate.The hydrate of sodium sulfate was filtered, the filtrate was collected, and the solvent was distilled off from the filtrate using an evaporator.The obtained material was purified by column chromatography (silica gel, developing solvent: hexane) to obtain Compound 1 as a black liquid (yield = 10.0 g, 82.9%)., 4923-87-9

4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; KYUSHU UNIVERSITY; KYOCERA CORPORATION; YASUDA, TAKUMA; MORI, TATSUYA; OHYAMA, TATSUYA; TAKEDA, KEIZO; (44 pag.)JP2017/210449; (2017); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104795-85-9,Methyl 6-chlorobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 600 mg (3.23 mmol) of 4-chloro-2-nitro-benzaldehyde in DMF (7 ml) were added 559 mg (4.04 mmol) of potassium carbonate and 294 mul (3.23 mmol) of methyl thioglycolate at 0 C. The reaction mixture was stirred for 30 min at 0 C. and then for 24 h at RT. Then the mixture was poured into ice-water and the precipitate was collected by filtration and dissolved in ethyl acetate. The solution was dried (MgSO4) and concentrated to yield 630 mg (86%) of 6-chloro-benzo[b]thiophene-2-carboxylic acid methyl ester as a white solid. 1HNMR (CDCl3, 300 MHz): delta 3.95 (s, 3H), 7.88 (dd, J=8.6 and 1.9 Hz, 1H), 7.79 (d, J=8.6 Hz, 1H), 7.85 (d, J=1.9 Hz, 1H), 8.02 (s, 1H).To a solution of 630 mg (2.78 mmol) of 6-chloro-benzo[b]thiophene-2-carboxylic acid methyl ester in THF (5 ml) were added 6.95 ml of 1N LiOH-solution and the reaction mixture was stirred at RT for 4 h. The pH was then adjusted to 2-3 by addition of 1N HCl and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated to yield 579 mg (98%) of 6-chloro-benzo[b]thiophene-2-carboxylic acid as white solid. MS (ISP) 211.0 (M-H)-.In analogy to example S3 (steps a to b) 139 mg (0.65 mmol) of 6-chloro-benzo[b]thiophen-2-carboxylic acid were converted into 52 mg (0.14 mmol) of (6-chloro-benzo[b]thiophen-2-ylmethyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amine. The product was obtained as colorless liquid. MS (ISP) 370.0 (M+H)+.

104795-85-9, 104795-85-9 Methyl 6-chlorobenzo[b]thiophene-2-carboxylate 18526200, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Faeh, Christoph; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Pflieger, Philippe; US2007/185113; (2007); A1;,
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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.

Benzo[b]thiophene-3-carbaldehyde (1.0 equiv.) in toluene (5 mL) was slowly added with constant stirring to a 50 mL three-necked round bottomf lask containing substituted 2-aminobenzothiazole (1.0 equiv.) and anhydrous toluene (10 mL). The reaction mixture was refluxed for 10 h and then cooled down to room temperature. The solvent was removed under reduced pressure, and the crude product was purified by recrystallization using N,N-dimethylethanamine/acetone/petroleum etherto yield pure imines 1a-1f.

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Zhang, Peiwei; Tang, Chenghao; Chen, Zhiwei; Wang, Bo; Wang, Xiang; Jin, Linhong; Yang, Song; Hu, Deyu; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; 4; (2014); p. 530 – 540;,
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