Analyzing the synthesis route of 4923-87-9

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

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.

General procedure: The appropriate Grignard reagent (1.3 equiv) generated according to GP 1 was added to ketone 15 (1.0 equiv) suspended in THF (2mL/mmol) and heated to 60C for 2h. At 25C the mixture was quenched with saturated aqueous NH4Cl solution and extracted with Et2O. The organic phases were dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by recrystallization or by column chromatography over silica gel.

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

Reference£º
Article; Toth, Krisztian; Hoefner, Georg; Wanner, Klaus T.; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3668 – 3687;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 4923-87-9

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

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-bromobenzothiophene (12, 11.5 g, 45.1 mmol) in toluene (150 mL) under argon was added palladium acetate (0.84 g, 3.75 mmol), P(iBuNCH2CH2)3N (2.6 g, 7.6 mmol), and sodium tert-butoxide (5.4 g, 56.3 mmol). The reaction mixture was stirred for 2 min at room temperature, and then 7-bromodihydroisoquinolinone (11, 9.0 g, 37.5 mmol) was added. The resultant solution was heated at 70 C for 30 min, and then it was cooled to room temperature. The reaction was quenched with aqueous ammonium chloride and extracted with dichloromethane. The organic extract was washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue obtained was purified by flash column chromatography (eluent: 80/20 dichloromethane/EtOAc) to give the desired 4-(5-benzothiophen-yl)dihydroisoquinolinone (13, 8.84 g, 63%) as a light yellow foam.

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

Reference£º
Article; Hu, Min; Guzzo, Peter R.; Zha, Congxiang; Nacro, Kassoum; Yang, Yuh-Lin; Hassler, Carla; Liu, Shuang; Tetrahedron Letters; vol. 53; 7; (2012); p. 846 – 848;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 4923-87-9

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

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.

To toluene 1.6mL solution of tert-butyl 2-(4-fluoroanilino)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 79mg were added ethanol 0.60mL, water 0.30mL, 5-bromobenzothiophene 61mg, sodium hydrogen carbonate 48mg and tetrakis(triphenylphosphine)palladium(0) 11mg at room temperature, and it was heated and refluxed for 6 hours. After the reaction mixture was cooled to room temperature, and ethyl acetate and water were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=5:1] to give tert-butyl 4-(benzothiophen-5-yl)-2-(4-fluoroanilino)benzoate. Trifluoroacetic acid 5.0mL was added to the obtained tert-butyl 4-(benzothiophen-5-yl)-2-(4-fluoroanilino)benzoate, and it was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure, the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 80-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 4-(benzothiophen-5-yl)-2-(4-fluoroanilino)benzoic acid 16mg of a yellow solid. 1H-NMR(DMSO-d6) delta value: 7.13(1H,dd,J=8.3,1.7Hz),7.19-7.27(2H,m),7.34-7.43(3H,m),7.52(1H,d,J=5.6Hz),7.56(1H,dd,J=8.5,1.6Hz),7 .81(1H,d,J=5.6Hz),8.00(1H,d,J=8.3Hz),8.07(1H,d,J=8.5Hz) ,8.10(1H,d,J=1.6Hz),9.66(1H,s),13.10(1H,s).

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; TOYAMA CHEMICAL CO., LTD.; EP1860098; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 4923-87-9

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

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

 

Simple exploration of 4923-87-9

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

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

 

Simple exploration of 4923-87-9

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

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

To a stirred mixture of 5-bromobenzthiophene (22.5 g, 105.6 mmol) and the acid chloride (17.4 ml, 141.3 mmol) in 135 ml benzene at 0 C., SnCl4 (43.1 ml, 368 mmol) was added in 2 h. Stirring was continued for 4 hours at the same temperature. The reaction mixture was poured into a mixture of 95 ml concentrated HCl (36-38%) in ice. The reaction mixture was extracted with EtOAc and the organic layer was washed with H2O (3*), 1N NaOH (1*), 5% NaHCO3 and H2O (2*). The EtOAc fraction was dried (MgSO4). The drying agent was removed by filtration and the solvent by evaporation under reduced pressure. The residue was recrystallized from 950 ml MeOH and chromatographed with Et2O/petroleum ether 1/1 as eluent to give 23.3 g (68%) of the acylated benzthiophene., 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; SOLVAY PHARMACEUTICALS B.V.; US2006/122189; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 4923-87-9

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

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.

Add 5-bromobenzo[b]thiophene (0601-38) (2.13 g, 10 mmol, 1.0 eq.) to the reaction flask.Zinc cyanide (2.34 g, 20 mmol, 2.0 eq.),Tetrakistriphenylphosphine palladium (1.16 g, 1 mmol, 0.1 eq.) and dimethylformamide (16 ml),The reaction was stirred at reflux overnight.The reaction mixture was diluted with EtOAc (EtOAc) (EtOAc)The residue was purified by silica gel column chromatography (eluent: petroleum ether: ethyl acetate = 10:1)The white solid product benzo[b]thiophene-5-carbonitrile (1.57 g, yield: 99%) was obtained., 4923-87-9

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

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Ye Chunqiang; He Qijie; (86 pag.)CN108658908; (2018); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 4923-87-9

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

4923-87-9,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.

General procedure: A 25mL Schlenk tube was charged with Cu2O(0.05mmol),ArX (0.5mmol), NHR1R2(0.75mmol), NaOH (1mmol),TBAB (0.1mmol), L1 (0.1mmol) and water (1mL). Themixture was stirred at 130C for 24h. The reaction mixturewas extracted with ethyl acetate (3 ¡Á 10mL), washed withwater and brine, dried over anhydrous Na2SO4,and concentratedin vacuo. The residue was purified by flash columnchromatograph on silica gel (ethyl acetate/petroleum etheras the eluent) to provide the target products 3a-3w.

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

Reference£º
Article; Wang, Xiaochuang; Meng, Fei; Zhang, Jie; Xie, Jianwei; Dai, Bin; Catalysis Letters; vol. 148; 4; (2018); p. 1142 – 1149;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 4923-87-9

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

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: To a solution of diisopropylamine (15.5 mL, 110 mmol) in THF (100 mL) at 0 C. was added n-butyllithium (40 mL of 2.5M in hexanes, 100 mmol). The resultant reaction solution was stirred at 0 C. for 30 minutes and then cooled to -40 C., before it was cannulated to a solution of 5-bromobenzothiophene (10.5 g, 50.0 mmol) and chlorotrimethylsilane (12.7 mL, 100 mmol) in THF (150 mL) at -78 C. The reaction solution was stirred at -78 C. for 1 hour, and then it was quenched with aqueous ammonium chloride at -78 C. and warmed to room temperature. The resultant mixture was extracted with ethyl acetate and the organic extract obtained was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue obtained was purified by flash column chromatography (hexanes to 98:2 hexanes/ethyl acetate) to give the desired 5-bromo-2-trimethylsilylbenzothiophene (14.1 g, 98%) as a clear colorless oil: 1H NMR (500 MHz, CDCl3) delta 7.93 (d, J=2.0 Hz, 1H), 7.72 (d, J=8.5 Hz, 1H), 7.39 (dd, J=8.5, 2.0 Hz, 1H), 7.37 (s, 1H), 0.38 (s, 9H).

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; AMR Technology, Inc.; US2007/21408; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 4923-87-9

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

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.

General procedure: Under an argon atmosphere, Pd(OAc)2 (3.3 mg, 0.015 mmol, 5 mol%),PCy3¡¤HBF4 (22.1 mg, 0.06 mmol, 20 mol%), benzaldehyde N-tosylhydrazone1a (99 mg, 0.36 mmol), 4-bromo-1,1?-biphenyl (2a; 70 mg,0.3 mmol), and Cs2CO3 (195 mg, 0.6 mmol) were successively addedto a flame-dried 25 mL Schlenk flask. The reaction flask was degassedthree times with argon. Then anhyd toluene (2.7 mL) and i-PrOH (0.3mL) were added with a syringe. Note that the aryl bromide in oil formwas added to the reaction flask prior to i-PrOH. The reaction washeated at 80 C with stirring for about 12 h, then it was cooled to r.t.,and filtered through a short pad of neutral alumina with EtOAc (25mL) as eluent. Solvent was then removed in vacuo to leave a crudemixture, which was purified by silica gel column chromatography(eluent: PE) to give 3a3d as a white solid (59 mg, 80%)

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

Reference£º
Article; Xia, Yamu; Hu, Fangdong; Xia, Ying; Liu, Zhenxing; Ye, Fei; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 49; 5; (2017); p. 1073 – 1086;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem