Category: 360576-01-8

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;,
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, 877 mg of tributyl vinyl tin, 213 mgof tetrakis(triphenylphosphine)palladium(0), and 4 ml of toluene was stirred for 5 hours at 110C under a nitrogenatmosphere. After the reaction mixture was cooled to room temperature, an aqueous saturated ammonium chloridesolution and ethyl acetate were added thereto, and insoluble matter was separated by filtration. Extraction was performedon the filtrate by using ethyl acetate, and the organic layer was washed with saturated saline, dried over magnesiumsulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography,thereby obtaining 229 mg of methyl 6-vinylbenzo[b]thiophene-2-carboxylate., 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; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); 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

To a solution of compound B-110 (2.7 g, 10 mmol) and cyclopropylboronic acid (0.73 g, 10 mmol) in anhydrous toluene (50 mL) under N2 was added tetrakis(triphenylphosphine)palladium(0) (0.54 g, 0.47 mmol), followed by a solution of potassium phosphate (3.2 g, 15 mmol) in water (5 mL). The solution was stirred at room temperature for 0.5 hour before being heated to reflux for 7 hours. On completion, the mixture was cooled to room temperature and filtered. The filtrate was concentrated and purified by silica gel chromatography [petroleum ether: ethyl acetate = 60: 1] to give compound B-lll (1.8 g, 70% yield) as a white solid. LCMS: (ES+) m/z (M+H)+ = 233.0., 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; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (2016); 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

The mixture of methyl 6-bromobenzo[bjthiophene-2-carboxylate (5 g, 18.4 mmol), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane) (5.6 g, 22.1 mmol), PdC12(dppf) (1.3 g, 1.84 mmol), and KOAc (3.6 g, 36.8 mmol) in 1,4-dioxane (50 mL) under N2 atmosphere was heated at 95C overnight. After cooling to room temperature, the mixture was concentrated. The residue was purified by the flash column chromatography (silica gel, eluting with PE to 10% EA in PE) to methyl 6-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[bjthiophene-2-carboxylate as a white solid (3.36 g, 57%). LC-MS (ESI): 319.3 (M+ 1)., 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; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (256 pag.)WO2018/204176; (2018); 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.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

Methyl 6-bromobenzothiophene-2-carboxylate (1.4 g, 5.0 mmol), morpholine (0.65 g, 7.5 mmol), cesium carbonate (3.3 g, 10 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.46 g, 0.50 mmol) and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (0.24 g, 0.50 mmol) in toluene (30 mL) was de-gassed and then heated to 100 C for 16 hours under nitrogen. On completion, the reaction mixture was poured into water (40 mL) and extracted with ethyl acetate (30 mL chi 3). The organic phase was washed with brine (30 mL), dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography [petroleum ether: ethyl acetate = 5: 1] to afford the compound B-149 (0.95 g, crude) as a yellow solid. -NMR (CDC13, 400 MHz): 7.95 (s, IH), 7.74 (d, J=8.8 Hz, IH), 7.24 (d, J=2.0 Hz, IH), 7.08 (d, J=8.8, 2.4 Hz, IH), 3.93 (s, 3H), 3.90 (t, J=4.8 Hz, 4H), 3.27 (t, J=4.8 Hz, 4H).

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; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (2016); 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 methyl -bromo-l-benzothiophene-^-carboxylate (60 mg, 0.21 mmol), Cbz- piperazine (0.100 mL, 0.52 mmol) and K3PO4 (220 mg) in DMAc (1 mL) was degassed by the freeze- pump-thaw method. Next, Pd[P(tert-butyl)3]2 (20 mg) was added and the mixture stirred at 100C overnight. The crude mixture was partitioned between EtOAc and sat’d NaCl, the organic layer dried (Na2SO4) and concentrated. Chromatography on SiO2 (EtOAc/CH2Cl2, 0:100 to 10:90) gave 42 mg (47%) of the ethyl ester coupled product. A mixture of this ester in 2: 1: 1 THF/MeOH/water (2 mL) was treated with LiOH (10 mg, 0.24 mmol) and stirred overnight, then partitioned between EtOAc and 1 M citric acid. The organic layer was dried (Na2SO4) and concentrated. The residue was dissolved in DMF (1 mL) and treated with EDC (25 mg, 0.13 mmol), HOBt (15 mg, 0.11 mmol), and 1,2-phenylenediamine (25 mg, 0.23 mmol), then stirred overnight. The reaction mixture was partitioned between CH2Cl2 and sat’d NaHCO3, dried (Na2SO4), concentrated and finally triturated with ether to provide the desired product: 1H NMR (600 MHz, DMSO-^6) delta 9.75 (s, 1 H), 8.13 (s, 1 H), 7.77 (d, J = 8.8 Hz, 1 H), 7.45 (d, J = 2.1 Hz, 1 H), 7.36 (m, 5 H), 7.32 (m, 1 H), 7.17 (dd, J = 9.1, 2.3 Hz, 1 H), 6.95 (t, J = 7.8 Hz, 1 H), 6.75 (dd, J = 9.4, 1.2 Hz, 1 H), 6.57 (t, J = 7.6 Hz, 1 H), 5.10 (s, 2 H), 4.93 (s, 2 H), 3.55 (br, 4 H), 3.25 (br, 4 H); MS cal’d 487 (MH+), exp 487 (MH+)., 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; MERCK & CO., INC.; ATON PHARMA, INC.; WO2006/115845; (2006); 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 methyl 6-bromobenzothiophene-2-carboxylate (1.4 g, 5.0 mmol), piperidin- 4-one (0.75 g, 7.5 mmol), cesium carbonate (3.3 g, 10 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.46 g, 0.50 mmol) and 2-dicyclohexylphosphino-2′,4′,6′- triisopropylbiphenyl (0.24 g, 0.50 mmol) in toluene (30 mL) was de-gassed and then heated to 100 C for 12 hours under nitrogen. On completion, the reaction mixture was poured into water (40 mL) and extracted with ethyl acetate (30 mL chi 3). The combined organic phase was washed with brine (30 mL), dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography [petroleum ether: ethyl acetate = 5: 1] to afford compound B-151 (0.46 g, crude) as a yellow solid. LCMS (A): tR=0.845 min., (ES+) m/z (M+H)+ = 289.9.

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

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (2016); 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

Ausgehend von 4.0 g (14.8 mmol) [6-BROM-L-BENZOTHIOPHEN-2-CARBONSaeUREMETHYL-] ester (aus Beispiel 9A) werden nach der allgemeinen Arbeitsvorschrift B 3.55 g (94 % d. Th. ) des gewuenschten Produkts erhalten. 1H-NMR (400 MHz, [DMSO-D6): No. = 13. ]48 (br. [S,] [1H),] 8. 38 (s, [1H),] 8.22 (s, [1H),] 7.96 (d, 1H), 7.63 [(M,] 1H). HPLC (Methode [1)] : Rt = 4.5 min.

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

Reference£º
Patent; BAYER HEALTHCARE AG; WO2003/104227; (2003); 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.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 4.0 g (14.8 mmol) of methyl 6-bromo-1-benzothiophene-2-carboxylate in 40 ml of a 1:1 mixture of THF and 2 N potassium hydroxide solution is stirred at room temperature for 2 h. The solvent is removed in vacuo, and the residue is acidified with concentrated hydrochloric acid. The resulting precipitate is filtered off with suction, washed with water and dried in vacuo at 50 C. 3.55 g (93.5% of theory) of the desired product are obtained. 1H-NMR (400 MHz, DMSO-d6): delta=13.48 (broad s, 1H), 8.38 (s, 1H), 8.22 (s, 1H), 7.96 (d, 1H), 7.63 (m, 1H). HPLC (method 1): Rt=4.5 min., 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; Luithle, Joachim; Bob, Frank-Gerhard; Erb, Christina; Schnizler, Katrin; Flessner, Timo; Kampen, Marja van; Methfessel, Christoph; US2007/37844; (2007); 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.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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem