Day: November 16, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

Benzo[]thiophene-2-thiol (72): Compound 71 (1.75 g,13.0 mmol) was dissolved in 40 niL of dry Et2O under N2 and the solution was cooled to -4O0C. nBuLi (2.5 M solution in hexane, 5.7 mL, 14.3 mmol) was added and the reaction mixture was allowed to warm up to O0C during Ih and then sulfur (0.414g, 13.0 mmol) was added in one portion. The solution was allowed to slowly warm up to RT over 3 h. Excess of 10% HCl was added and the reaction mixture was stirred for 20 min. The thiol was extracted with ether, washed with brine, dried over Na2SO4 and concentrated to afford 2.0 g of crude compound 72 which was used in the next step without further purification., 95-15-8

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; WO2006/122156; (2006); A2;,
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

LiOH.H20 (1.85g, 44mmol) and water (20mL) were added to a stirred solution of 6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester (I-25a: 2.4g, 8.85mmol) in THF (25mL) at room temperature. The resulting mixture was stirred at room temperature for 2 hours. The reaction was monitored by TLC (100% ethyl acetate). The reaction mixture was concentrated, acidified with 2N HCl, filtered and the residue was washed with n-hexane to afford 1.9g of the product (84% yield).1H NMR (DMSO-D6, 300 MHZ): 814.0-14.03 (b, 1H), 8.4-8.39 (d, 1H), 8.28- 8.1 (d, 1H), 8.18-8.0 (d, 1H), 7.78-7.62 (dd, 1H). LCMS Purity: 99%, m/z = 255.9 (M+l)

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; NOVARTIS AG; BOCK, Mark Gary; GAUL, Christoph; GUMMADI, Venkateshwar Rao; SENGUPTA, Saumitra; WO2012/149413; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirring solution of diisopropylamine (2.374 g, 23.46 mmol) in THF (12 mL) at -70 C under nitrogen was added butyllithium (8.26 mL, 20.65 mmol, 2.5M solution in hexanes). After 15 minutes at -70 C was added 7- bromo-l-benzothiophene (4.0 g, 18.77 mmol, Intermediate X13) in THF (10 mL). The cooling bath was removed and reaction warmed to -30 C then returned to -70 C. To the colorless solution was added di-tert-butyl (6-((E)- (((S)-tert-butylsulfinyl)imino)methyl)-5-chloro-2-pyridinyl)imidodicarbonate (8.63 g, 18.77 mmol, Intermediate AA4) in THF (15 mL) at a rate not to exceed – 60 C. After 18 h of warming to 20 C, the reaction was quenched with sat. NH4C1 (20 mL). The reaction was then partitioned between EtOAc (120 mL) and sat NH4C1 (50 mL). The organic was the dried over MgS04, concentrated onto dry silica (30 g) under reduced pressure, then purified by silica gel chromatography (330 g) eluting products with 10 to 50% EtOAc in hexanes to afford tert-butyl (6-((7-bromo-l-benzothiophen-2-yl)(((S)-tert- butylsulfinyl)amino)methyl)-5-chloro-2-pyridinyl)carbamate (6.0 g) as a white solid., 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; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

360575-29-7, Methyl 4-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 4-bromobenzo[b]thiophene-2-carboxylate (101 g), sodium hydroxide (63 g), methanol (1200 ml) and water (600 ml) was stirred at ambient temperature for 16 hours, the methanol was removed in vacuo, and the resulting suspension was cooled to 0 C. and acidified by dropwise addition of concentrated hydrochloric acid. The mixture was stirred for 20 minutes and the resulting solid was collected by filtration, washed with water (3*250 ml) and dried in vacuo at 110-120 C. to give 4-bromobenzo[b]thiophene-2-carboxylic acid (62 g) as a cream solid which was used without further purification., 360575-29-7

The synthetic route of 360575-29-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Doyle, Kevin James; Kerrigan, Frank; Watts, John Paul; US2003/166628; (2003); 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.

General procedure: IS-PPh3 (746 mg, 1.8 mmol) was dried by a vacuum pump for 2 h at 70 C. To a flask containing IS-PPh3 were added 4-methoxycarboxylic acid (152 mg, 1.0 mmol), BrCCl3 (357 mg, 1.8 mmol), benzylamine (129 mg, 1.2 mmol), triethylamine (0.14 mL, 1.0 mmol), and THF (4 mL). The obtained mixture was stirred for 6 h at 60 C under Ar atmosphere. After the reaction, diethyl ether (10 mL) and aq HCl (1 M, 2 mL) were added at 0 C and the obtained mixture was stirred for 15-30 min at room temperature. Then, the reaction mixture was poured into water (8 mL) and the obtained mixture was extracted with diethyl ether (10 mL¡Á4). The combined organic layer was washed with water (10 mL) and brine (10 mL), and then dried over Na2SO4. After removal of the solvent under reduced pressure, N-benzyl-4-methoxybenzamide was obtained in 93% yield with 99% purity, as estimated by 1H NMR measurement. For cinnamic and aliphatic amides (entries 18-25 in Table 2) and indole-2-carboxamide (entry 16 in Table 2), the reaction mixture was poured into water (8 mL) and the obtained mixture was extracted with chloroform (10 mL¡Á4). The combined organic layer was washed with water (10 mL) and brine (10 mL), and then dried over Na2SO4. After removal of the solvent under reduced pressure, N-benzylamide was obtained. or the recovery of IS-Ph3PO, NaCl (5.0 g) was added to the aqueous layer. The aqueous solution was extracted with CHCl3 (10 mL¡Á5) and the combined organic layer was dried over NaSO4. After removal of the solvent, IS-Ph3PO containing a trace amount of IS-Ph3P was obtained in 95% yield.

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

Reference£º
Article; Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; 19; (2013); p. 3971 – 3977;,
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

To a solution of thieno[3,2-b]pyridine-7-carboxylic acid10(568 mg, 3.18 mmol) and tert-butyl 4-(4-((4-aminopiperidin-1-yl)methyl)-2-bromophenoxy)piperidine-1-carboxylate15(109 mg, 0.24 mmol) in DMF (5 mL) were added bis(2-oxo-3-oxazolidinyl)phosphinic chloride(BOP-Cl, 84 mg, 0.33 mmol) and triethylamine (0.092 ml, 0.66 mmol). After being stirred at room temperature for 16 h, the mixture was diluted with water (30 mL), and extracted with ethyl acetate (30 mL x 2). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo, giving a residue that was subjected to column chromatography on silica gel (3% MeOH/CH2Cl2) to afford 112 mg (82%) of the boc-protected compound11.1H NMR (300 MHz, CDCl3)delta7.79-7.89 (m, 2H), 7.75 (s, 1H), 7.53 (s, 1H), 7.35-7.45 (m, 2H), 7.17 (d,J= 8.4 Hz, 1H), 6.86 (d,J= 8.4 Hz, 1H), 6.02 (d,J= 7.8 Hz, NH), 4.50-4.60 (m, 1H), 3.94-4.08 (m, 1H), 3.58-3.70 (m, 2H), 3.43-3.55 (m, 2H), 3.43 (s, 2H), 2.80-2.90 (m, 2H), 2.11-2.22 (m, 2H), 2.00-2.10 (m, 2H), 1.81-1.91 (m, 4H), 1.51-1.69 (m, 2H), 1.47 (s, 9H)., 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; Lim, Chae Jo; Woo, Seong Eun; Ko, Su Ik; Lee, Byung Ho; Oh, Kwang-Seok; Yi, Kyu Yang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 19; (2016); p. 4684 – 4686;,
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

Following the typical procedure for 3a using 2b (178 mg, 1 mmol) and 3-(1-hydroxycyclohexyl)prop-2-ynenitrile (1c, 179 mg, 1.2 mmol) in MeCN (5 mL), and Et3N (101 mg, 1 mmol) with microwave irradiation at 100 C for 6.5 h (or was stirred at 20-25 C for 23 d, or at 40-45 C for 3 d). The residue was concentrated to give solid matter (308 mg) containing the furan-3(2H)-one 3f and traces of carboxylic acid 2b (1H NMR). The mixture was dissolved in Et2O (40 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 3f as pale yellow crystals; yield: 254 mg (82 %), or 31 mg (10 %, at 20-25 C), or 52 mg (17 %, at 40-45 C); mp 187-188 C. IR (KBr): 3079, 3058 (C=CH), 2937, 2860 (CH), 2220 (CN), 1704(C), 1566, 1516 (C=C), 1459, 1446, 1433, 1383, 1366, 1326,1314, 1279, 1265, 1214, 1197, 1163, 1149, 1121, 1115, 1068, 1031,985, 970, 950, 932, 909, 900, 868, 854, 845, 823, 774, 756, 723,681, 672, 655, 548, 539, 497, 468, 428 cm-1. 1H NMR (400.1 MHz, CDCl3): delta = 1.41 (m, 1 H, H8), 1.65-1.90 (m,9 H, H6, H7, H8, H9, H10), 7.47 (m, 1 H, H6?), 7.53 (m, 1 H, H5?), 7.91 (d, J = 8.0 Hz, 1 H, H7?), 7.96 (d, J = 8.0 Hz, 1 H, H4?), 8.53 (s, 1 H, H3?). 13C NMR (100.6 MHz, CDCl3): delta = 21.4, 24.1, 31.8 (C6, C7, C8,C9, C10), 87.5 (C5), 93.8 (C3), 112.3 (CN), 122.6 (C7?), 125.8(C6?), 126.3 (C5?), 128.6 (C4?), 129.1 (C2?), 132.5 (C3?), 138.6 (C3a), 142.6 (C7a), 180.7 (C2), 198.5 (C4). MS (EI): m/z (%) = 310 (20) [M]+1, 309 (78) [M]+, 268 (22), 267(32), 255 (16), 254 (100), 241 (11), 184 (15), 183 (79), 161 (43), 139 (23), 133 (20), 89 (11). Anal. Calcd for C18H15NO2S (309.38): C, 69.88; H, 4.89; N, 4.53;S, 10.36. Found: C, 69.41; H, 4.83; N, 4.53; S, 10.82., 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; 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

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: n-BuLi (1.67 M solution in hexane, 1.3 mL, 2.2 mmol) was added dropwise into a solution of p-bromoanisole (383 mg, 2.0 mmol) in THF (3 mL) at -78 C for 30 min. Then, DMF (0.22 mL, 2.2 mmol) was added to the mixture and the obtained mixture was stirred at rt. After 2 h at the same temperature, THF was removed. Then, MeOH (3 mL) was added to the residue and the mixture was stirred at room temperature. After 30 min, I2 (1523 mg, 6 mmol) and K2CO3 (829 mg, 6 mmol) were added at 0 C and the obtained mixture was stirred for 22 h at rt. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3¡Á20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide methyl 4-methoxy-1-benzoate in 82% yield. If necessary, the product was purified by short column chromatography (SiO2:hexane:EtOAc=9:1) to give pure methyl 4-methoxybenzoate as a colorless oil., 95-15-8

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 24; (2012); p. 4701 – 4709;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

3541-37-5, Benzo[b]thiophene-2-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3541-37-5, General procedure: Amine (1.5 eq.) and appropriate aldehyde (1 eq.) were dissolved in MeOH/CH2Cl2 mixture(2:1 v:v), AcOH glac (1.5 eq.) was added, and the mixture was stirred under an Ar atmosphere at r.t.After 3 h, NaBH4 (6 eq.) was added, and stirring was continued for another 18 h. Solvent was removedunder reduced pressure, and the residue was dissolved in CH2Cl2. The organic layer was washed with2M NH4OH, water and then extracted with CH2Cl2. The combined organic layers were washed withbrine and dried over anhydrous Na2SO4. Finally, the solvent was evaporated under reduced pressure.

3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Konstantinovi?, Jelena; Videnovi?, Milica; Srbljanovi?, Jelena; Djurkovi?-Djakovi?, Olgica; Bogojevi?, Katarina; Sciotti, Richard; ?olaja, Bogdan; Molecules; vol. 22; 3; (2017);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5381-20-4, Thianaphthene-3-carboxaldehyde (5 g, 30.8 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (12.22 g, 123.30 mmoles) and sulfamic acid (0.29 g, 3.08 mmoles) were added and the reaction mixture heated to 45 C. for 18 h. The reaction mixture was then cooled to room temperature. Sodium borohydride (1.2 g, 30.8 mmol) was added and the reaction mixture was stirred for 1 hour. 1 N HCl (30 mL, 30 mmol) was added and the reaction mixture was filtered through Celite. The filtered solution was then diluted with water (100 mL). The precipitate was filtered to yield the title compound as a off 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; Abdel-Magid, Ahmed F.; Mehrman, Steven J.; US2006/270856; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem