Category: 6314-28-9

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, General procedure: At low temperature conditions,The thionyl chloride was slowly added to the solution of compound 4 in anhydrous dichloromethane,After dripping,The reaction was returned to room temperature and refluxed under nitrogen.After the reaction is complete,Steaming all solvents,Then dissolved in anhydrous tetrahydrofuran or anhydrous dichloromethane,Compounds 3 and pyridine were added at low temperature,The reaction was transferred to room temperature and overnight.To the reaction system by adding water,And extracted three times with ethyl acetate,Combine organic phase,Washed three times with saturated sodium bicarbonate solution and saturated brine,Dried over anhydrous sodium sulfate and subjected to column chromatography to give compound 6.

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

Reference£º
Patent; Shanghai Jiao Tong University, School of Medicine; ZHANG, JIAN; CHENG, JIN KE; LIU, SHAO YONG; CHEN, TAN YI; ZHANG, JING MIAO; HUANG, MIN; (27 pag.)CN103961348; (2016); B;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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, Benzo[b]thiophene-2-carboxylic acid (50 mg, 0.28 mmol)dichloromethane (3 mL) It was dissolved in thionyl chloride (SOCl2, 0.50 mL)and dimethylformamide (2 drops) It was added thereto, and was stirred for 20 minutes at 50C . Thereafter, the reaction mixture was concentrated under reduced pressure, dichloromethane (3 mL)after the diluted, quinolin-3-amine (50.0 mg, 0.347 mmol)and triethyl amine was added and stirred for a (100 mg, 0.988 mmol) and 15 hours at room temperature. Thin film chromatography (TLC) in verifying, new the spot location changes accordingly once created, reaction mixture of decompressing concentrated within, fraction is concentrated tosilica gel thin chromatography (preparative TLC, n/ethyl acetate = 2/1-hexanediol) for purifying the white solid thereby, a desired compound (23.0 mg, 27%) is obtained.

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; Korea research Institute of Chemical Technology; Han, Soo Bong; Achari, Ragavendra; Kim, Mi Hyeon; Jong, Yong Sik; Kim, Pil Ho; (119 pag.)KR2016/21163; (2016); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

EDC (0.178 g, 0.928 mmol), HOBt (0.128 g, 0.947 mmol), benzo(b)thiophene-2-carboxylic acid (0.151 g, 0.847 mmol), and triethylamine (0.42 ml_, 3.01 mmol) were added to a solution of the amine-HCI salt from Example 5g (0.436 g, 0.843 mmol) in CH2CI2 (9.0 mL). The reaction mixture was stirred at room temperature for 19 h before being diluted with CH2CI2 and washed with sat. NaHCO3, 1 N HCI, sat. NaHCO3, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated. Column chromatography (10-100% ethyl acetate:hexane) yielded 0.433 g (80%) of the title compound as a white solid: 1H NMR (400 MHz, CDCI3-Cy) Y ppm 7.96 – 8.03 (m, 1 H) 7.83 – 7.91 (m, 2 H) 7.76 – 7.80 (m, 1 H) 7.53 – 7.59 (m, 1 H) 7.40 – 7.48 (m, 2 H) 7.38 (dd, J=8.59, 2.02 Hz, 1 H) 6.34 (d, J=7.07 Hz, 1 H) 6.02 (d, J=8.34 Hz, 1 H) 4.27 – 4.36 (m, 2 H) 3.65 – 3.70 (m, 1 H) 3.53 – 3.62 (m, 2 H) 3.33 – 3.45 (m, 3 H) 2.65 (d, J=10.11 Hz, 1 H) 2.39 – 2.50 (m, 3 H) 2.34 (d, J=7.83 Hz, 1 H) 2.17 (s, 1 H) 1.72 – 1.78 (m, 1 H) 1.64 – 1.71 (m, 1 H) 1.53 (ddd, J=13.96, 8.65, 5.68 Hz, 1 H) 1.43 (ddd, J=13.83, 8.65, 5.05 Hz, 1 H) 0.93 – 1.01 (m, 6 H); LCMS (m/z): 641.2/643.2 (M/M + 2f., 6314-28-9

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/70865; (2007); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

6314-28-9, Benzo[b]thiophene-2-carbonyl chlorid[0104] Thianaphthene-2-carboxylic acid (356.42 mg, 2 mmol) was suspended in dry toluene (6 mL), thionyl chloride (4.4 mL, 60 mmol) and DMF (0.05 mL) were added at room temperature, and then the mixture was refluxed 8 h.4 The volatiles were removed at reduced pressure gave benzo[b]thiophene-2-carbonyl chloride as a yellow power. Purified by flash chromatography on silica gel, using ethyl acetate/hexane (1 :9) as eluent, give 3 as a white power (393.64 mg, 94.9%). Spectral data were in accordance with those published.1H-NMR (300 MHz, CDCls): delta 8.31 (s, 1H), 7.04-7.89 (m, 2H), 7.60-7.46 (m, 2H. 13C NMR (300 MHz, CDC13): delta 161.14, 144.07, 138.05, 136.59, 135.89, 128.75, 126.68, 125.66, 122.91.

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang; CHENG, Kui; WO2012/99785; (2012); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

To a solution of phenylmethyl 4-L-leucyl-1-piperazinecarboxylate (1.0 g, 3.34 mmol) in CH2CI2 (13.5 ml_) was added EDC (571 mg, 2.98 mmol), HOOBt (8.8 mg, 0.054 mmol), i -benzothiophene-2-carboxylic acid (530mg, 2.98 mmol), and 4-methylmorpholine (1.5ml_, 13.5mmol). The reaction mixture was stirred at room temperature for 20 h whereupon the reaction was diluted with CH2CI2 and washed with 10% citric acid and brine. The organic layer was dried over Na2SO4, filtered, and concentrated. Column chromatography (10-80% ethyl acetate:hexane) afforded 1.3 g (88% yield) of the title compound as a white solid: LCMS (m/z): 494.2 (M+H)., 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/70865; (2007); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

General procedure: The heteroaryl acyl chlorides used in the synthesis of compounds 1b, 2b, 3b, 4b and 5b were commercially available. For compounds 6b, 7b, 8b, 9b and 10b, the chloride derivatives were prepared from the corresponding carboxylic acid (9.18 mmol) nd thionyl chloride (30 mL) with heating under reflux for 2 h. The thionyl chloride was removed in vacuo. The resulting acyl chloride was used without further purification., 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Article; Font, Maria; Lizarraga, Elena; Ibanez, Elena; Plano, Daniel; Sanmarti?, Carmen; Palop, Juan A.; European Journal of Medicinal Chemistry; vol. 66; (2013); p. 489 – 498;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

Reference Example 152 1-[(2-Benzothienylcarbonyl)amino]cyclohexanecarboxylic acid phenylmethyl ester Under ice-cooling, 5.9 g (31 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 5 g (28 mmol) of 2-benzothiophenecarboxylic acid, 6.5 g (28 mmol) of 1-aminocyclohexanecarboxylic acid phenylmethyl ester and 4.5 g (29 mmol) of 1-hydroxybenzotriazole in methylene chloride. After the mixture was stirred at room temperature overnight, the reaction solvent was distilled off under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate twice. The obtained organic layer was washed with a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and then saturated brine, it was dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, diethyl ether was added to the obtained residue, and the mixture was stirred overnight. The crystal was collected by filtration and heated and dried under reduced pressure to obtain 10 g (91%) of the title compound. 1H-NMR (CDCl3, delta): 1.25-1.78 (6H, m), 1.93-2.05 (2H, m), 2.12-2.25 (2H, m), 5.18 (2H, s), 6.24 (1H, s), 7.20-7.38 (5H, m), 7.38-7.51 (2H, m), 7.77 (1H, s), 7.80-7.91 (2H, m)

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; SEIKAGAKU CORPORATION; EP1975162; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

Following the typical procedure for 3a using 2b (178 mg, 1 mmol) and 4-hydroxy-4-methylhex-2-ynenitrile (1b, 148 mg, 1.2 mmol) in MeCN (5 mL), and Et3N (101 mg, 1 mmol) with microwave irradiation at 100 C for 7 h (or was stirred at 20 – 25 C for 29 d, or at 40 – 45 C for 2.5 d). The residue was concentrated to give solid matter (280 mg) containing the furan-3(2H)-one 3e and traces of carboxylic acid 2b (1H NMR). The mixture was dissolved in Et2O (30 mL) and washed with ~0.2% NaHCO3 solution (7 ¡Á 1 mL), then it was washed with small amount of H2O (neutral reaction on litmus paper). The organic solution was dried (MgSO4) and concentrated to give 3e as a yellow powder; yield: 221 mg (78 %), or 120 mg (42 %,at 20 – 25 C), or 60 mg (21 %, at 40 – 45 C); mp 131-132 C. IR (KBr): 3083, 3065 (C=CH), 2973, 2940 (CH), 2223 (CN), 1699(C), 1564, 1515 (C=C), 1462, 1452, 1434, 1416, 1382, 1337,1324, 1315, 1288, 1257, 1246, 1201, 1187, 1140, 1125, 1116, 1067,1057, 1033, 1014, 1001, 963, 949, 897, 867, 844, 769, 757, 749,722, 715, 674, 649, 617, 546, 533, 455, 445 cm-1. 1H NMR (400.1 MHz, CDCl3): delta = 0.92 (t, J = 7.5 Hz, 3 H, CH2CH3), 1.54 (s, 3 H, CH3), 1.96 (m, 2 H, CH2CH3), 7.49 (m, 1 H, H6?), 7.55 (m, 1 H, H5?), 7.93 (d, J = 8.0 Hz, 1 H, H7?), 7.98 (d, J =8.0 Hz, 1 H, H4?), 8.57 (s, 1 H, H3?). 13C NMR (100.6 MHz, CDCl3): delta = 7.3 (CH2CH3), 21.5 (CH3), 30.1 (CH2CH3), 88.0 (C5), 94.8 (C3), 112.3 (CN), 122.7 (C7?), 125.8 (C6?), 126.3 (C5?), 128.7 (C4?), 128.8 (C2?), 132.7 (C3?), 138.6 (C3a), 142.6 (C7a), 181.4 (C2), 198.7 (C4). MS (EI): m/z (%) = 285 (13) [M]+1, 283 (43) [M]+, 256 (14), 255(82), 183 (100), 161 (25), 139 (39), 133 (19), 89 (16). Anal. Calcd for C16H13NO2S (283.34): C, 67.82; H, 4.62; N, 4.94; S, 11.32. Found: C, 67.53; H, 4.72; N, 5.02; S, 11.53., 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Article; Mal’Kina, Anastasiya G.; Volostnykh, Olga G.; Stepanov, Anton V.; Ushakov, Igor A.; Petrushenko, Konstantin B.; Trofimov, Boris A.; Synthesis; vol. 45; 24; (2013); p. 3435 – 3441;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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, To a 100-mL round-bottom flask was placed a solution of 1-benzothiophene-2-carboxylic acid (1.0 g,5.61 mmol)in DCM (30 mL) followed by the dropwise addition of oxalyl chloride (1.426 g,11.23 mmol) with stirring at 0C. To the solution was added DMF (0.01 mL) then the reaction was stirred for 1H at a The solvent was removed under reduced pressure affording 1.1 g of 1-benzothiophene-2-carbonyl chloride as a yellow solid.

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

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem