Heterocyclic Building Blocks-Benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-28-9,5-Aminobenzothiophene,as a common compound, the synthetic route is as follows.

A solution of 540 mg of benzo[b]thiophen-5-ylamine in 5 ml of diethyl ethoxymethylenemalonate is stirred at 130C for 1.5 hours. The reaction mixture is then diluted with ethyl acetate. It is washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated in vacuo. The crude product is purified by column chromatography on silica gel with a hexane/ethyl acetate mixture. 1.88 g of product are obtained.1H-NMR (CDCl3): delta= 1.30-1.45 (6H); 4.20-4.38 (4H); 7.16 (1 H); 7.30 (1 H); 7.51 (1H); 7.58 (1H); 7.86 (1 H); 8.60 (1H) 11.12 (1 H).

As the paragraph descriping shows that 20532-28-9 is playing an increasingly important role.

Reference£º
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; WO2007/147578; (2007); A1;,
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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 of 5-bromobenzo [b] thiophene (8.5 g, 40 mmoL) in 1, 4-dioxane (150 mL) was added 4, 4, 5, 5-tetramethyl-2- (1, 4-dioxaspiro [4.5] dec-7-en-8-yl) -1, 3, 2-dioxaborolane (10.6 g, 40 mmol), Pd (dppf) Cl2 (4.4 g, 6 mmol) and Cs2CO3 (19.5 g, 60 mmol) and the mixture was heated at 80 for 2 hours. Then filter off the solid, the filtrate was evaporated under reduced pressure and the residue was purified by column chromatography (PE: EA=25: 1) to give product as yellow solid (6.6 g in 61% yield). 1HNMR (400 MHz, DMSO-d6) deltaH 7.92 (d, J= 8.8 Hz, 1H), 7.89 (s, 1H), 7.74 (d, J= 5.2 Hz, 1H), 7.46 (dd, J = 8.8 Hz, 1.6 Hz, 1H), 7.43 (d, J = 5.6 Hz, 1H), 6.09 (t, J = 3.6 Hz 1H), 3.93 (s, 4H), 2.63 (t, J= 5.6 Hz, 2H), 2.40 (s, 2H), and 1.85 (t, J= 6.4 Hz, 2H). [M+H] += 273.0.

4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; BEIGENE, LTD.; WANG, Hexiang; GUO, Yunhang; REN, Bo; WANG, Zhiwei; ZHANG, Guoliang; ZHOU, Changyou; (353 pag.)WO2018/54365; (2018); A1;,
Benzothiophene – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

Compound TDI01106-1 (2.50 g, 7.04 mmol) and cuprous cyanide (1.58 g, 17.6 mmol) were dissolved in Nmethylpyrrolidone(25 mL), the reaction was performed under microwave radiation at 200C for 1 hour. Thin layerchromatography (petroleum ether : ethyl acetate=5: 1) indicated the reaction was complete. The reaction solution wascooled to room temperature, followed by addition of water (100 mL), and was extracted with ethyl acetate (50 mL X 3).The combined organic phase was washed with saturated brine (80 mL X 3), dried over anhydrous sodium sulfate, filtered,concentrated under reduced pressure, and the residue was purified by column chromatography (petroleum ether : ethylacetate= 20:1), to afford compound TDI01106-2 (1.00 g, yellow solid, yield: 54.1%).1H NMR (400 MHz, CDCl3) delta 8.22 (s, 1H), 7.90 (d, J = 8.4 Hz, 1H), 7.72 (d, J = 5.6 Hz, 1H), 7.60 (dd, J = 8.4, 1.2 Hz,1H), 7.42 (d, J = 5.6 Hz, 1H).

The synthetic route of 17347-32-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Tide Pharmaceutical Co., Ltd.; Zhao, Yanping; Wang, Hongjun; Li, Gong; Jiang, Yuanyuan; Li, Xiang; Zhou, Liying; Liu, Yanan; (235 pag.)EP3421465; (2019); A1;,
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4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To an 10 mL vial reaction vessel equipped with a magnetic stirring bar was added pyridazine-3-carboxylic acid (0.6 mmol, 1.0 eq), aryl- and heteroaryl-bromides (1.2 mmol, 2.0 eq), Pd(PPh3)4 (35 mg, 0.03 mmol, 5.0 mol %), Cu2O (84 mg, 0.6 mmol, 1.0 eq), Li2CO3 (107 mg, 1.8 mmol, 3.0 eq), 3A MS (200 mg) and DMA (4.0 mL). The mixture was stirred at 160 C for 24 h under N2. After the reaction was complete, the mixture was washed with brine and extracted with ethyl acetate three times. The combined organic layer was dried with anhydrous MgSO4 and evaporated in vacuum. The residue was purified by silica gel flash chromatography to produce the desired products (ethyl acetate / petroleum ether = 1/5 – 1/1), the eluent need bubbled NH3 five seconds. The eluent of TLC (ethyl acetate / petroleum ether 1:1) need bubbled NH3 two seconds.

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

Reference£º
Article; Wang, Shengqiang; Lu, Hongtao; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Wu, Yangjie; Tetrahedron Letters; vol. 58; 12; (2017); p. 1107 – 1111;,
Benzothiophene – Wikipedia
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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 solution of 4-(4-(((6aS,)-5-((allyloxy)carbonyl)-2-methoxy-i2-oxo-6-((tetrahydro-2if- pyran-2-yl)oxy)-5,6,6a,7,8,9,io,i2-octahydrobenzo[e]pyrido[i,2-a][i,4]diazepin-3- yl)oxy)butanamido)-i-methyl-iff-imidazole-2-carboxylic acid (40) (110 mg, 0.170 mmol) in AyV- d i m e t h y 1 f 0 r m a m i d e (4 mL) was charged with i-(3-dimethylamino- propyl)-3-ethylcarbodiimide hydrochloride (59 mg, 0.31 mmol) and 4-(dimethyl- amino)pyridine (47 mg, 0.38 mmol). The reaction mixture was stirred at room temperature for 30 min. Methyl 5-aminobenzo[b]thiophene-2-carboxylate (32 mg, 0.15 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. This was then poured onto ice-water (40 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were sequentially washed with an aqueous solution of citric acid (1 M, 60 mL), a saturated aqueous solution of sodium hydrogen carbonate (70 mL), water (70 mL) and brine (70 mL). The organic layer was then dried over sodium sulfate, filtered and concentrated. The resulting residue was then purified by column chromatography (silica), eluting with ethyl acetate/dichloromethane (0% to 100%), followed by methanol/ dichloromethane (from 0% to 10%), to give the title compound (50 mg, 39%) as a yellow oil. MS (ES+): m/z = 845 (M+H)+; LCMS (Method A): ?R = 8.22 min.

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

Reference£º
Patent; FEMTOGENIX LIMITED; THURSTON, David Edwin; JACKSON, Paul Joseph Mark; (294 pag.)WO2020/49286; (2020); 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.

Step C: Isoquinolin-4-ylboronic acid (2.4 g, 14.0 mmol) was added to a solution of the product from Step B (2.0 g, 9.4 mmol) and triphenylphosphine (0.5 g, 1.9 mmol) in 1,2-dimethoxyethane (50 ml). The suspension was degassed with nitrogen. Palladium acetate (0.2 g, 0.9 mmol) was added and the batch was stirred at room temperature for 20 minutes. Aqueous sodium carbonate (11.3 ml, 2 M solution) was added and the suspension was degassed again with nitrogen. The mixture was stirred at 85 C. for 3.5 hours, cooled, diluted with water and extracted with ethyl acetate twice. The combined organic extracts were dried over anhydrous sodium sulfate, concentrated under vacuum and purified by chromatography (5:1 heptane/ethyl acetate) to give the desired isoquinoline (1.8 g, 74%, 98% AUC HPLC): 1H NMR (300 MHz, CDCl3) delta 9.30s, 1H), 8.59s, 1H), 7.95-8.07 m, 4H), 7.43-7.72 (mu, 5H).

4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (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

Step A: A mixture of CuCN (86 g, 960 mmol), 5-bromobenzo[b]thiophene (157 g, 723 mmol), pyridine (80 mL) and DMF (1400 mL) was heated at reflux for 14 h. After cooled to 80 C., the reaction mixture was poured into a cold aqueous solution of ethylenediamine (400 mL in 2 L water) cooled by an icebath. The product was extracted with ether (2¡Á1.5 L). The ether layer was washed with brine (1 L), dried (Na2SO4), and concentrated. The residue was recrystallized from CHCl3/Hexanes (50 mL/2000 mL) to give benzo[b]thiophene-5-carbonitrile (106 g, 90%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 8.15 (s, 1H), 7.97 (d, J=8.3 Hz, 1H), 7.61 (d, J=5.4 Hz, 1H), 7.56 (d, J=8.3 Hz, 1H), 7.41 (d, J=5.4 Hz, 1H).

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

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); 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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

Step E: Bis(pinacolato)diboron (1.3 g, 5.12 mmol), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II)dichloromethane (0.1 g, 0.14 mmol) and potassium acetate (1.4 g, 14.26 mmol) were charged in a 100 ml 3 neck round-bottomed flask which had been dried with a heat gun under vacuum and cooled under nitrogen prior to use. The mixture was degassed with nitrogen three times. A solution of 5-bromothiophene (1.0 g, 4.69 mmol) in dimethyl sulfoxide (20 ml) was added, the mixture was degassed again three times and was stirred at 85 C. for 1.5 hours. After cooling to room temperature, the mixture was filtered through diatomaceous earth and rinsed with water and ethyl acetate. Additional water was added to the filtrate which was extracted with ethyl acetate three times. The combined organic extracts were washed with brine once and dried over sodium sulfate to give the desired material (0.8 g, 64%, 100% AUC GC) after chromatography (9:1 to 5:1 heptane/ethyl acetate): 1H NMR (300 MHz, CDCl3) delta 8.24 (s, 1H), 7.81 (d, J=8.1 Hz, 1H), 7.68 (dd, J=8.1, 0.6 Hz, 1H), 7.34 (d, J=5.4 Hz, 1H), 7.28 (dd, J=5.4, 0.6 Hz, 1H), 1.30 (s, 12H).

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

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); 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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

A solution of 5-bromobenzo[b]thiophene (LXVII) (1.2 g, 6 mmol), zinc cyanide (0.66 g, 6 mmol) and tetrakis(triphenylphosphorus)palladium (0) (0.65 g, 0.6 mmol) in dry DMF (10 mL) was stirred at reflux under nitrogen atmosphere for 1 h. The mixture was poured into cold water and extracted with EtOAc (3¡Á). The combined organic layers were concentrated in vacuum to give the crude benzo[b]thiophene-5-carbonitrile (LXVIII) as a white solid. (0.90 g, 6 mmol, 100%) ESIMS found C9H5NS m/z 160.0 (M+H).

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

Reference£º
Patent; Kumar KC, Sunil; Wallace, David Mark; Hood, John; Barroga, Charlene F.; US2014/243349; (2014); 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.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 500 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 1.37 g of trifluoromethanesulfonicanhydride, 623 mg of diisopropylethylamine, and 10 ml of dichloromethane was stirred for 4 hours at room temperature.An aqueous saturated sodium hydrogen carbonate solution was added to the reaction mixture, and extraction wasperformed using chloroform. The collected 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 500 mg of methyl 5-[bis(trifluoromethylsulfonyl)amino]benzo[b]thiophenecarboxylate.

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

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem