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: A 20-mL test tube equipped with magnetic stirring bar was charged with 1 mmol substituted cinnamic acid and 5ml DES, heated at 140 C in an oil bath for 4 h. After the mixture was cooled to room temperature, extracted with ethyl acetate (3×15 mL), combined, and evaporated under vacuum. Pure product was obtained by silica gel column chromatography with PE and ethyl acetate.

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

Reference£º
Article; Chen, Chen; Jian, Yuqing; Lei, Yuxin; Li, Bin; Peng, Caiyun; Sheng, Wen-Bing; Sumera, Yasmin; Wang, Wei; Zhang, Ming; Synthetic Communications; vol. 50; 4; (2020); p. 558 – 563;,
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

(1) 1.0 g of benzo[b]thiophene-2-carboxylic acid was reacted with 2 ml of thionyl chloride under reflux overnight, and then excess thionyl chloride was distilled off under reduced pressure to obtain benzo[b]thiophene-2-carbonyl chloride as a solid product.

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

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US5304657; (1994); 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,6314-28-9

To a solution of 300 mg (1.68 mmol) of benzo[b]thiophene-2-carboxylic acid in DMF (8 ml) were added 320 mg (1.68 mmol) of 2-(3,4-dichloro-phenyl)-ethylamine and 595 mg (1.85 mmol) of TBTU. After 10 min 1.47 ml (8.42 mmol) of N,N-diisopropylethyl amine were added and the reaction mixture was stirred over night at RT. Then water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with water, brine, sat. NaHCO3 solution, 1N HCl and again with brine. The organic layer was then dried (MgSO4) and concentrated. The remaining residue was purified by column chromatography (silica gel; ethyl acetate/cyclohexane 9:1) to yield 515 mg (87%) of benzo[b]thiophene-2-carboxylic acid[2-(3,4-dichloro-phenyl)-ethyl]-amide as a white solid. MS (ISP) 350.2 (M+H)+.A solution of 364 mg (1.04 mmol) of benzo[b]thiophene-2-carboxylic acid[2-(3,4-di-chloro-phenyl)-ethyl]-amide in 10 ml of THF was added dropwise to 5.2 ml of a 1 molar solution of BH3-THF complex in THF at 0 C. The reaction mixture was stirred for 30 min at RT and then heated to reflux over night. Then 2 ml of 6 N HCl were added very carefully at ambient temperature and the mixture was heated again to reflux for 2 hours. After cooling to RT, the pH was adjusted to 8-9 by addition of 1 N sodium hydroxide solution and the mixture was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried with magnesium sulfate, filtered and concentrated. Final purification of the residue (silica gel; dichloromethane/methanol 95:5) yielded 113 mg (32%) of benzo[b]thiophen-2-ylmethyl-[2-(3,4-dichloro-phenyl)-ethyl]-amine as off-white solid. MS (ISP) 336.2 (M+H)+.

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, 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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

6314-28-9,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.

Reference example 188; 1-[(2-Benzothienylcarbonyl)amino]cyclohexanecarboxylic acid phenylmethyl ester [Show Image] 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 methylenechloride. 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, followed by drying with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and diethyl ether was added to the obtained residue, followed by stirring of the mixture overnight. The cystal was collected by filtration and was 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; EP1972615; (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.

6314-28-9, Benzo[Z>]thiophen-2-yl-carbamic acid tert-butyl ester (1-B).; A solution of compound 1-A (14.4 g, 80.6 mmol), N,N-diisopropylethylamine (15.5 mL, 88.6 mmol) and diphenylphosphoryl azide (20.8 mL, 96.7 mmol) in -butanol (150 mL) was heated at reflux for 8 h. The solvent was evaporated in vacuo, and the residue purified by flash column chromatography on silica gel, eluting with dichloromethane, to afford compound 1-B as a colorless solid (18.9 g, 94%). 1H-NMR (DMSO-^): delta 1.50 (s, 9H), 6.78 (s, IH), 7.16 (d of d, IH), 7.27 (d of d, IH), 7.58 (d, IH), 7.77 (d, IH), 10.70 (br s, IH); MS: m/z 250.2 (MH+).

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

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2009/12430; (2009); 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, The compound 2-benzothiophenecarboxylic acid (0901-137) (1.0 g, 5.61 mmol, 1.0 equiv) was added to 20 ml of methanol,Then add concentrated sulfuric acid (0.1 g),The mixture was stirred at 60 C for 16 hours.After completion of the reaction, 50 ml of a saturated aqueous sodium hydrogencarbonate solution was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the target product 2-benzothiophenecarboxylic acid methyl ester (1.05). g, yield 97.4%) as a white solid

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

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); 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.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 235; A solution of benzo[b]thiophene-2 carboxylic acid (1.25 g, 7.03 mmol), diphenylphosphoryl azide (1.94 g, 7.03 mmol) and triethylamine (0.98 mL, 7.03 mmol) in tert-butanol (20 mL) was heated at reflux for 5 hours, at which time thin layer chromatography (DCM/Hexanes) indicates the reaction is complete. The reaction mixture was cooled to room temperature, poured into water and extracted with diethyl ether (3¡Á). The combined ether extracts were washed with brine, dried over anhydrous sodium sulfate and then concentrated to afford a beige solid. Purification by column chromatography (SiO2 DCM/Hexanes) afforded compound 235 as a white solid 0.96 g (64%). HPLC-MS tR=2.7 Min (UV254nm). Mass calculated for formula C13H15NO2S, M+ 249.33, observed LC/MS m/z 250.40 (M+H)., 6314-28-9

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

Reference£º
Patent; Schering Corporation; US2007/117804; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

In a round bottom flask, 0.400 g of benzothiophene-2-carboxylic acid, 0.176 g of decanediamine, 0.430 g of EDCI, 0.025 g of DMAP, and 10 mL of anhydrous DMF were sequentially added, and the mixture was stirred at room temperature for 12 hours. The pale yellow solid precipitated, suction filtered, washed with dichloromethane (2¡Á2.5 mL) and water (3¡Á5 mL) and dried.Dry to obtain 0.232g of pale yellow solid.The yield was 46% (see Figure 27 for the synthetic route and Figure 28 for the characterization map)

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

Reference£º
Patent; Chinese Academy Of Medical Sciences Biomedical Engineering Institute; Liu Tianjun; Wang Jiawen; Li Guoliang; Hong Ge; Wang Wenzhi; (37 pag.)CN110229110; (2019); 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

General procedure: A mixture of compound 10 (135 mg, 0.49 mmol) and 4-(thiophen-3-yl)benzoic acid (99.4 mg, 0.49 mmol) in dichloromethane (10 mL) was stirred at 0 C (ice-water bath). Dicyclohexylcarbodiimide(DCC) (121 mg, 0.59 mmol) and hydroxybenzotriazole(HOBt) (80 mg, 0.59 mmol) were added to the above solution.The ice bath was removed, and the reaction mixture was stirred at ambient temperature for 15 h. Dichloromethane (20 mL) was added into the reaction mixture, and the solution was washed with saturated aqueous NaHCO3 solution (3*10 mL). The organic layer was dried over Na2SO4, concentrated under reduced pressure, and the crude product was purified by silica gel column chromatography using dichloromethane-methanol (20:1) as the mobile phase to give 11a as a white solid (194 mg, 86%). TLC Rf 0.20 (dichloromethane-methanol 20:1); mp 125.5-126.6 C. 1H NMR(300 MHz, CDCl3) delta 7.75 (d, J = 8.7 Hz, 2H), 7.54 (d, J = 8.7 Hz, 2H),7.43 (s, 1H), 7.33 (s, 2H), 7.19 (s, 1H), 6.81-6.94 (m, 4H), 3.85 (s,3H), 3.44 (q, J = 5.1 Hz, 2H), 3.25-3.20 (m, 4H), 2.83-2.76 (m,4H), 2.57 (t, J = 5.2 Hz, 2H), 1.93 (t, J = 4.2 Hz, 2H), 1.61-1.69 (m,4H). 13C NMR (CDCl3, 300 MHz): 167.4, 151.4, 142.1, 141.2,138.8, 133.4, 127.5, 126.6, 126.3, 126.1, 121.3, 121.0, 120.7,117.9, 111.6, 57.1, 56.1, 55.3, 54.3, 52.5, 51.8, 39.4, 27.7, 27.3,25.5. HRMS (ESI) Calcd for C27H33N3O2S (M+H)+: 464.2372. Found:464.2379. Anal. (C27H33N3O2S 1.5H2C2O4) C, H, N., 6314-28-9

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

Reference£º
Article; Li, Aixiao; Mishra, Yogesh; Malik, Maninder; Wang, Qi; Li, Shihong; Taylor, Michelle; Reichert, David E.; Luedtke, Robert R.; MacH, Robert H.; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 2988 – 2998;,
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 2-[(benzo[b]thiophene-2-carbonyl)-(R)-amino]-3-[4-(3-hydroxycarbamoyl-propyl)-piperidin-1-yl]-3-oxo-propyl ester; A mixture of HOAt (20 mg, 0.15 mmols), Fmoc-D-Ser-OH (49 mg, 0.15 mmols) and diisopropylcarbodiimide (0.024 ml, 18 mg, 0.15 mmols) in 3 ml of DMF/DCM, previously maintained at ambient temperature for an hour, is added to the resin obtained in Step C, re-swollen in 2 ml of DCM for 20 minutes. The suspension is agitated for 18 hours at ambient temperature then the resin is filtered off and washed sequentially with DMF (2¡Á2 ml) and DCM (2¡Á2 ml).The resin is filtered off and suspended in 2 ml of a solution of 20% piperidine in dichloromethane. After 30 minutes the resin is filtered off and washed sequentially with DMF (2¡Á2 ml) and DCM (2¡Á2 ml).To the resin obtained in Step E and re-swollen in 2 ml of DCM for 20 minutes are added the mixture of HOAt (68 mg, 0.5 mmols), benzo[b]thiophene-2-carboxylic acid (90 mg, 0.5 mmols) and 0.08 ml of diisopropylcarbodiimide (63 mg, 0.5 mmols) in 3 ml of DMF/DCM previously held at ambient temperature for 1 hour. The suspension is agitated for 18 hours at ambient temperature. The resin is filtered off and washed sequentially with DMF (2¡Á2 ml) and DCM (2¡Á2 ml).100 mul of trifluoroacetic acid and 100 mul of triethylsilane are added to the thus obtained resin, re-swollen in 2 ml DCM for 20 minutes. It is maintained under agitation for 15 minutes at ambient temperature. The resin is filtered off and washed twice with DCM and MeOH alternately. The filtrates are pooled and evaporated to dryness. Grinding the crude product thus obtained with ethyl ether provides the desired product (41 mg, 75% yield) with a purity of 95% (HPLC, 214 nm). MF: C30H31N3O6S2, MW: 593.73.

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

Reference£º
Patent; Rossi, Cristina; Porcelloni, Marina; D’Andrea, Piero; Fattori, Daniela; Marastoni, Elena; US2008/207694; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem