Category: benzothiophene

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;,
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10133-22-9, 5-(Bromomethyl)benzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture containing 5-bromomethylbenzo[b]thiophene (40 g), tetra-n-butylammonium hydrogen sulfate (135 g), sodium hydroxide (14 g), sodium sulfite (45 g), dichloromethane (300 ml), and water (300 ml) was stirred vigorously overnight. The organic layer was dried (MgSO4), evaporated, dissolved in THP (130 ml), re-evaporated, and dissolved again in THF (130 ml). Addition of ether (200 ml) gave the crystalline subtitle compound containing an equimolar amount of tetra-n-butylammonium bromide (132 g)., 10133-22-9

The synthetic route of 10133-22-9 has been constantly updated, and we look forward to future research findings.

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Patent; Bruton, Gordon; Faller, Andrew; Orlek, Barry Sidney; Rana, Kishore Kalidas; Walker, Graham; US2003/199571; (2003); A1;,
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1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0169] Under Ar atmosphere, to a mixture of 7-bromo-benzo[b]thiophene (40 g, 0.19 mol) and Zn(CN)2 (16 g, 0.132 mol) were added Pd(PPh3)4 (10 g) and DMF (800 mL) and the mixture was stirred at 90 0C -100 0C for 3 h. The reaction solution was cooled to room temperature (30 0C) and filtered. The filtrate was concentrated under reduced pressure. The residue was taken up with EtOAc (1000 mL) and saturated aq. NaHCO3 (500 mL) and then filtered. The filtrate layers were separated. The organic layer was washed with brine, dried over Na2SO4 and concentrated to give a crude product, which was purified by column chromatography (silica, elute; PE to EtOAc_PE=l:30) to afford the title compound (24 g, 80 %) as a white solid.

1423-61-6, 1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; TARGEGEN INC.; WO2009/26345; (2009); A1;,
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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;,
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95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. Preparation of benzo[b]thiophene-2-carboxaldehyde. To a solution of 31.25 ml of a 1.6M solution of n-butyl lithium in hexane and 100 ml of dry diethyl ether at -20 C. was added a solution of 6.7 g of 1-benzothiophene in 100 ml of dry diethyl ether. The mixture was stirred at -20 C. for 2 hours. A solution of 3.8 ml of dimethylformamide and 10 ml of dry diethyl ether was added and the reaction was allowed to warm to 0 C. The reaction was stirred an additional 1 hour at 0 C., at which time 75 ml of 1N hydrochloric acid were added. After stirring for 15 minutes, the layers were separated and the aqueous layer was extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate and evaporated to dryness. The resulting oil was stored at about 0 C. for 3 days, at which time a solid formed. The solid weighed 8.5 g and was identified as the desired subtitled intermediate based upon the mass spectral and proton NMR data. Analysis for C9 H6 OS; Calculated: C, 66.64; H, 3,73; Found: C, 66.39; H, 3.95., 95-15-8

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US4659717; (1987); A;,
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1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: In a sealed tube, a solution of 7-bromobenzothiophene (330 mg, 1.55 mmol), 4-tributylstannanyl-isoquinoline (648 mg, 1.55 mmol) and triphenyl phosphine(41 mg, 0.155 mmol) in DMF (3 mL) was degassed by freeze/thaw. Triethylamine (108 muL, 0.775 mmol), palladium (II) acetate (17 mg, 0.078 mmol), and cuprous iodide (59 mg, 0.31 mmol) were added and the reaction mixture was heated to 100 C. for 3 days. The crude product was obtained via aqueous work up using CH2Cl2 as extracting solvent., 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; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

In a four-necked 300 mL round bottomed flask, 5-bromobenzo[b]thiophene (10.8 g, 50.7 mmol) was dissolved in anhydrous THF (120 mL). The reaction solution was cooled at -78 C. A 1.08M lithium diisopropylamide/hexane solution (56.0 mL, 60.5 mmol, 1.2 eq.) was added thereto, and the mixture solution was allowed to warm to 0 C. and stirred for an hour. After the reaction solution was cooled to -78 C. again, 1-iodo octane (18.0 mL, 99.7 mmol, 2.0 eq.) was added. Then, the mixture was allowed to warm to room temperature, and stirred at room temperature for a day. After completion of the reaction, water and ethyl acetate were added. An organic phase was extracted with ethyl acetate, and dried over magnesium sulfate. The resulting crude product was purified by column chromatography, whereby intermediate B1 was obtained (16.5 g, yield 100%)., 4923-87-9

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

Reference£º
Patent; IDEMITSU KOSAN CO., LTD.; US2012/273768; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.346592-74-3,7-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

To a solution of 7-fluoro-benzothiophene (0.22 g, 1.44 mmoles) in anhydrous tetrahydrofuran (10 ml) at -78 C. was added dropwise a solution of n-BuLi in hexane (1.6M, 0.9 ml, 1.44 mmoles). The reaction mixture was stirred at -78 C. for one hour, and then a solution of 3-formyl-3-(tetrahydro-pyran-4-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.3 g, 1.01 mmoles) in anhydrous tetrahydrofuran (5 ml) was then added. The reaction mixture was stirred at -78 C. for 3 hours, quenched with saturated aqueous ammonium chloride, and partitioned between ethyl acetate and saturated aqueous ammonium chloride solution. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (10 to 45% ethyl acetate in hexane) to yield 3-[(7-Fluoro-benzo[b]thiophen-2-yl)-hydroxy-methyl]-3-(tetrahydro-pyran-4-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester as a colorless semisolid (0.138 g, 30%). MS=450 [M+H]+., 346592-74-3

The synthetic route of 346592-74-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Roche Palo Alto LLC; US2008/146607; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360575-29-7,Methyl 4-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: The solution of compound 2a-2n (1.1 mmol) in water (10 mL)was stirred and then potassium hydroxide pellets (5.4 mmol) wereadded, which was refluxed for 3 h. The aqueous layer was thenacidified to pH 1 with 1M hydrochloric acid solution. The aqueouslayer was extracted with dichloromethane (3 x 15 mL). The combinedorganic layers were dried with sodium sulfate, filtered, andthe solvents were removed under reduced pressure to afford thetitle compound 3a-3n [31,34]. 4.1.2.1. 4-bromobenzo[b]thiophene-2-carboxylic acid (3a). Yield 97%, white solid; m. p. 140-143 C; 1H NMR (600 MHz, DMSO-d6)delta 13.78 (s, 1H), 8.10 (d, J = 8.2 Hz, 1H), 7.96 (s, 1H), 7.71 (d, J = 7.7 Hz,1H), 7.44 (dt, J = 13.1, 2.7 Hz, 1H)., 360575-29-7

As the paragraph descriping shows that 360575-29-7 is playing an increasingly important role.

Reference£º
Article; Cai, Guiping; Yu, Wenying; Song, Dongmei; Zhang, Wenda; Guo, Jianpeng; Zhu, Jiawen; Ren, Yuhao; Kong, Lingyi; European Journal of Medicinal Chemistry; vol. 174; (2019); p. 236 – 251;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 ¡Á 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid., 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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