Category: benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.130-03-0,Benzo[b]thiophen-3(2H)-one,as a common compound, the synthetic route is as follows.

To a 5 mL flame-dried microwave flask was added benzo[b]thiophen-3(2H)-one (0.24 mmol, 0.12 equiv) and 5-aryl-2-formylpyrrole (0.2 mmol, 0.1 equiv). The flask was capped with analuminume-PTFE crimp cap, sealed, and evacuated and backfilled with nitrogen three times. To the flask was then added anhydrous toluene (2 mL, 0.1M in aldehyde) and piperidine (10 mL, 0.1 mmol,0.5 equiv). The flask was transferred to a pre-warmed oil bath set to 111 C and stirred for 2 h. After 2 h the flask was removed from theoil bath and cooled to room temperature and then to 0 C in a water-ice bath. To the flask was added hexanes (5 mL) and the flask was allowed to sit for an addition 10-30 min. The mixture was the filtered, and the precipitate was then triturated with hexanes to until the filtrate ran clear to provide the pure product as a red, blue,or purple solid depending on the substrate.

130-03-0, As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

Reference£º
Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

20699-85-8, Methyl 5-aminobenzo[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 IV (194 mg, 0.9 mmol) in 10 ml_ of MeOH was addedBenzyloxy acetaldehyde (0.086 ml_, 0.6 mmol) at room temperature. The resulting mixture was stirred overnight. NaCNBH3 (98 mg, 1.562 mmol) and acetic acid (1 ml_) were then added and the resulting mixture was stirred at room temperature for 2 hours. After work-up, the residue was purified on column (Hexanes: EtOAc = 4:1) to afford compound 5-(2-Benzyloxy-ethylamino)-benzo[b]thiophene-2-carboxylic acid methyl ester, 20a-1. Yield: 84%. LCMS m/z: 342 ([M+H]+)., 20699-85-8

The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; S*BIO PTE LTD; WO2006/101454; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4923-87-9

Cesium carbonate (163 mg, .05 mmol) was added to a solution of 3-hydroxy-N-(l-methyl- lH-pyrazol-3-yl)-5-{(l)S)-l-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzamide (225 mg, 0.5 mmol), bromotris (triphenylphosphine) copper1 (93 mg, 0.1 mmol) and 5- bromobenzothiophene (107 mg, 0.5 mmol) in dimethylacetamide (2.5 mL) and the stirred mixture heated at 2000C in a “Biotage Initiator” microwave for 4 hours. The mixture was cooled to ambient temperature and pressure, poured onto water (40 mL) and extracted with ethyl acetate (3 x 15 mL), the combined organic layers washed with brine, dried (MgSO4) and evaporated to a residue which was chromatographed on silica, eluting with 40% ethyl acetate in isohexane, to give the desired compound (100 mg). m/z 580 (M+Eta)+.

As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/125972; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

20699-85-8, Methyl 5-aminobenzo[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 5-amino-l-benzothiophene-2-carboxylate (100 rug, 0.480 mmol), acid chloride (83 muL, 0.63 mmol) and NMM (64 muL, 0.58 mmol) was stirred in 2: 1 THF/CH2C12 for 12 hours at room temperature. The reaction mixture was partitioned between CH2Cl2 and sat’d NaHCO3, the organic layer was washed with sat’d NaCl, dried (Na2SO4), concentrated and finally triturated with diethyl ether to provide an off-white solid of the desired amide intermediate. The residue was then dissolved in 2:1 THF/water (3 mL), treated with LiOH (68 mg, 1.62 mmol). After stirring for 12 h at room temperature, the reaction mixture was partitioned between CH2Cl2 and 2M citric acid, the organic layer was washed with sat’d NaCl, dried (Na2SO4) and concentrated to a white solid and afforded 53 mg (42% yield, without purification) of the desired acid intermediate. The residue was dissolved in DMF (2 mL) and treated with EDC (49 mg, 0.26 mmol), HOBt (35 mg, 0.26 mmol) and 1,2-phenylenediamine (46 mg, 0.43 mmol). After stirring for 12 EPO h, the reaction mixture was partitioned between EtOAc and sat’d NaHCO3, the organic layer was dried (Na2SO4), concentrated and finally triturated with diethyl ether to provide the desired product: 1H NMR (600 MHz, DMSO-J5) delta 10.34 (s, 1 H), 9.85 (s, 1 H), 8.33 (s, 1 H), 8.21 (s, 1 H), 7.93 (d, J = 8.4 Hz, 1 H), 7.53 (d, J = 9.0 Hz, 1 H), 7.32 (m, 4 H), 7.23 {I, J = 1.2 Hz, 1 H), 7.13 (d, J = 7.8 Hz, 1 H), 6.94 (t, J = 7.8 Hz, 1 H), 6.75 (d, / = 7.8, Hz, 1 H), 6.57 (t, J = 7.8, Hz, 1 H), 4.95 (s, 2 H), 3.66 (s, 2 H); MS: cal’d 402 (MH+), exp 402 (MH+).

20699-85-8, As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; ATON PHARMA, INC.; WO2006/115845; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 5 mL flame-dried microwave flask was added benzo[b]thiophen-3(2H)-one (0.24 mmol, 0.12 equiv) and 5-aryl-2-formylpyrrole (0.2 mmol, 0.1 equiv). The flask was capped with analuminume-PTFE crimp cap, sealed, and evacuated and backfilled with nitrogen three times. To the flask was then added anhydrous toluene (2 mL, 0.1M in aldehyde) and piperidine (10 mL, 0.1 mmol,0.5 equiv). The flask was transferred to a pre-warmed oil bath set to 111 C and stirred for 2 h. After 2 h the flask was removed from theoil bath and cooled to room temperature and then to 0 C in a water-ice bath. To the flask was added hexanes (5 mL) and the flask was allowed to sit for an addition 10-30 min. The mixture was the filtered, and the precipitate was then triturated with hexanes to until the filtrate ran clear to provide the pure product as a red, blue,or purple solid depending on the substrate.

130-03-0, As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

Reference£º
Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (2019);,
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 (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 mL) and extracted with chloroform (3¡Á75 mL). The extracts were concentrated and chromatographed (5% methanol in DCM) to yield the title compound as a 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).

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191450; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191459; (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.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

95-15-8, A. 2,3-Dibromobenzo[b]thiophene. Benzothiophene (26.8 g, 0.2 mol) was dissolved in 150 mL CHCl3and treated with a solution of bromine (64 g, 0.4 mol) in 75 mL CHCl3dropwise over an hour. The reaction was allowed to stir overnight then cautiously quenched with saturated aqueous Na2CO3until no gas evolution was evident. The layers were separated and the organic layer was first washed with saturated aqueous Na2CO3then with water. It was dried over MgSO4and concentrated under vacuum to a solid. Recrystallized from MeOH to obtain 16.5 g (57 mmol, 28%) of a white fluffy solid. 1H NMR (CDCl3) delta 7.77-7.71 (m, 2H), 7.46-7.38 (m, 2H).

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

Reference£º
Patent; ELI LILLY AND COMPANY; EP997460; (2000); 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.

Production Example 2; Production of compound (3) by the production method 1; To 40 ml of N,N-dimethylformamide were dissolved 5.00 g (22 mmol) of 6,6-difluoro-5-methyl-5-hexenyl methanesulfonate and 4.30 g (24 mmol) of benzo[b]thiophene-2-carboxylicacid, followed by the addition of 6.00 g (71 mmol) of sodium hydrogencarbonate and stirring at 100 C for 3 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 concentration under reduced pressure. The residue was purified with silica gel column chromatography (diisopropyl ether_hexane=1:7) to obtain 5.50 g (yield: 81 %) of 6,6-difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate.1H-NMR (CDCl3, TMS) deltappm: 1.52-1.62 (5H, m), 1.73-1.83 (2H, m), 2.03-2.09 (2H, m), 4.36 (2H, t), 7.38-7.49 (2H, m), 7.85-7.90 (2H, m), 8.06 (1H, s)

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

Reference£º
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; Ihara Chemical Industry Co., Ltd.; EP1439169; (2004); 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.1034305-11-7,Benzo[b]thiophen-2-yl(5-bromo-2-fluorophenyl)methanol,as a common compound, the synthetic route is as follows.

Under nitrogen protection, in a four-necked flask equipped with a mechanical stirring and a thermometer, 20.1 g of benzothiophene and 180 mL of 2-methyltetrahydrofuran were stirred and dissolved, and the temperature was lowered to -40–35 C, and 90 ml of butyllithium was added thereto. 3 hours after the reaction at the temperature, 40.3 g of 2-fluoro-5-bromobenzaldehyde was added. After the reaction was completed at this temperature for 10 hours, the temperature was raised to room temperature, and the pH was adjusted to 7 by adding hydrochloric acid. 2. Under a nitrogen atmosphere, Compound 2 and n-hexane were added to a four-necked flask equipped with a mechanical stirring and a thermometer, and the mixture was stirred and dissolved. Then, trifluoroacetic acid and triphenylsilane (5 eq) were added, and then reacted at -10 C for 1 hour. After the completion of the monitoring reaction, the temperature was raised to room temperature, and the target compound was obtained as a white solid, 41 g.The yield in two steps was 81%., 1034305-11-7

The synthetic route of 1034305-11-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ruifuxin Jiangsu Pharmaceutical Co., Ltd.; Li Jianxin; Zhao Datong; Huang Jian; Xu Xiangyu; Zhang Zhiguo; Wang Jianfa; (11 pag.)CN108623558; (2018); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9,4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of5-bromobenzo[b]thiophene (10.0 g, 47 mmol) and 1-octyne (6.20 g, 56 mmol) in dryTHF (80 mL) were added Pd(PPh3)4 (2.7 g, 2.3 mmol), copper(I) iodide (0.45 g, 2.4mmol), and triethylamine (15 mL). The mixture was stirred overnight at 60 C.After cooling to room temperature, the reaction mixture was poured into a large amountof water, and then extracted with hexane. The combined organic layers were washedwith water, and dried over anhydrous MgSO4. After filtration and evaporation, theproduct was purified by silica gel column chromatography (eluent: hexane), and driedunder vacuum to give 6 as a yellow oil (yield = 6.60 g, 58%). 1H NMR (500 MHz,CDCl3): 7.87 (d, J = 1.5 Hz, 1H), 7.77 (d, J = 8.5 Hz, 1H), 7.44 (d, J = 5.5 Hz, 1H),7.36 (dd, J = 8.0, 1.5 Hz, 1H), 7.28 (d, J = 5.0 Hz, 1H), 2.43 (t, J = 7.0 Hz, 2 H),1.66-1.53 (m, 2H) , 1.51-1.44 (m, 2H), 1.37-1.31 (m, 4H), 0.91 (t, J = 7.0 Hz, 3H).13C{1H} NMR (125 MHz, CDCl3): 139.64, 138.96, 127.59, 127.12, 126.79, 123.66,122.29, 120.20, 90.02, 80.89, 31.52, 28.93, 28.77, 22.71, 19.60, 14.19.

The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mieno, Hiroyuki; Yasuda, Takuma; Yang, Yu Seok; Adachi, Chihaya; Chemistry Letters; vol. 43; 3; (2014); p. 293 – 295;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem