Category: benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.

Preparation 1 To a stirred solution of 2-aminobenzo[b]thiophene (1.11 g) in anhydrous toluene (4.5 ml) was added carbon disulfide (0.62 g) and triethylamine (0.755 g) successively. The solution was then stirred at 0-5 C. for 3 days under nitrogen gas atmosphere. The precipitate was collected by filtration and was washed with anhydrous toluene (10 ml). The obtained white powder was dissolved in chloroform (4.5 ml), treated with triethylamine (0.76 g), and cooled to 0 C. To this solution was added dropwise ethyl chloroformate (0.84 g) over a period of 20 minutes. After being stirred at ambient temperature for one hour, the solution was washed twice with 1N hydrochloric acid (5 ml), and brine, and dried. The solvent was evaporated under reduced pressure and the residue was subjected to column chromatography on silica gel, eluted with n-hexane to give benzo[b]thiophene-2-isothiocyanate (118 mg) as an oil. IR (Neat): 2080 cm-1 NMR (CDCl3, delta): 7.06 (1H, s), 7.32-7.41 (2H, m), 7.63-7.73 (2H, m)

The synthetic route of 4521-30-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fujisiwa Pharmaceutical Co., Ltd.; US4857513; (1989); A;,
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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 dichloromethane solution of 1 ,1 -dimethylethyl {3-[(3-cyclohexyl-L- alanyl)amino]propyl}methylcarbamate (3.5 g, 10.26mmol) was added 1 -benzothiophene-2- carboxylic acid (2.192g g, 12.32 mmol), HOOBT (33 mg, 0.205 mmol), and NMM (3.38ml, 30.78mmol). The mixture was stirred several minutes whereupon EDCHCI (2.362 g, 12.32 mmol) was added. The reaction mixture was stirred overnight at RT. The solution was washed with 10% citric acid and brine, dried (MgSO4), filtered and concentrated to a solid. Purification by silica gel column chromatography (30%-90% ethyl acetate/hexane) gave the product as a white solid in 86% yield (4.4g): MS (m/z): 502(M+H).

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/29210; (2006); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1127-35-1,Benzo[b]thiophene-3(2H)-one 1,1-Dioxide,as a common compound, the synthetic route is as follows.

By the adoption of the following chemical formula 1g the compounds of said: the 1, 1, 7, 7-tetramethyl -1, 2, 3, 5, 6, 7-hexahydro-pyrido [3, 2, 1-ij] quinoline-9-formaldehyde (5.14g) and benzo [b] thiophene -3 (2H)-one 1,1-dioxide (3.64g) in ethanol solvent (150 ml) in 50 C stirring in the backflow 4 hours, the solid obtained from the same filter, the chemical purification thereof, and the re-crystallization thereof (its yield = 82%).

1127-35-1 Benzo[b]thiophene-3(2H)-one 1,1-Dioxide 70780, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Samsung Electronics Co., Ltd.; Han, Wenkui; Ying, Jinglihui; Yin, Chengrong; Lin, Xuanjing; Lu, Zhuojun; Li, Qihuang; Ba, Mudansheng; Pu, Jingpei; Lin, Dongxi; Chen, Yongwan; Xu, Zhezhun; (39 pag.)CN105712993; (2016); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

Preparation 22 Preparation of 3-bromo-5-chlorobenzo[b]thiophene A solution of bromine (0.31 g, 1.95 mmol) in 1.0 ml glacial acetic acid was added to a stirred solution of 5-chlorobenzo[b]thiophene (0.300 g, 1.77 mmol) in glacial acetic acid (1.0 ml) under nitrogen atmosphere. The reaction was heated to 50 C. for 4 hours, the volatiles removed under reduced pressure, the residue diluted in methylene chloride, washed with aq. sodium bicarbonate and with brine and dried over sodium sulfate. Evaporation gave 0.335 g (76%) of a tan solid. mp 85-86 C., FDMS m/e=249 (M+2).

The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US5627196; (1997); A;,
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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: The requisite aldehyde (0.560 mmol) was dissolved in EtOH (3 mL) before sequential addition of piperidine (0.056 mmol) and rhodanine (0.560 mmol). The flask was sealed, heated to 70 C for 16 h and cooled to room temperature. Water (10 mL) was added and the resulting precipitate filtered, washing with water, ice-cooled EtOH and Et2O. The remaining solid was collected and dried under vacuum.

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

Reference£º
Article; Bataille, Carole J.R.; Brennan, Meabh B.; Byrne, Simon; Davies, Stephen G.; Durbin, Matthew; Fedorov, Oleg; Huber, Kilian V.M.; Jones, Alan M.; Knapp, Stefan; Liu, Gu; Nadali, Anna; Quevedo, Camilo E.; Russell, Angela J.; Walker, Roderick G.; Westwood, Robert; Wynne, Graham M.; Bioorganic and Medicinal Chemistry; vol. 25; 9; (2017); p. 2657 – 2665;,
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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.1 H NMR (400 MHz, CDCl 3 ): delta = 10.75 (s, 1 H), 8.68 (d, J = 8.1 Hz, 1 H),7.76 (d, J = 8.0 Hz, 1 H), 7.47-7.43 (m, 1 H), 7.38-7.34 (m, 1 H), 1.66 (s,9 H).13 C NMR (101 MHz, CDCl 3 ): delta = 185.9, 172.5, 138.7, 135.6, 129.4,125.9, 125.0, 124.8, 121.3, 36.6, 33.3.HRMS (ESI): m/z calcd for C 13 H 15 OS + [M + H] + : 219.0838; found:219.0839.

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various.

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

[0167] Compound 23 (14 g, 0.088 mol) in dry THF (350 mL) was purged with nitrogen. The mixture was then cooled (-90 0C) with liquid nitrogen bath and ra-BuLi (2.5 M in hexanes, 42 niL, 0.105 mol) was added dropwise with stirred. The mixture was stirred for a further 30 min, and B(OMe)3 (18 g, 0.173 mol) was added at -90 0C. After 30 min, aqueous HCl (2M, 200 mL) was added. The mixture was stirred for a further 30 min, allowed to warm to room temperature (30 0C), poured into water (100 mL). The mixture was extracted with EtOAc (400 mLx3). The combined organic layers were washed with water, brine, dried over Na2SO4 and concentrated to give a crude product, which was crystallized with EtOAc/PE (1:2, 100 mL) to give the title compound (12 g, 72%) as a white solid.

154650-81-4 Benzo[b]thiophene-6-carbonitrile 21816574, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; TARGEGEN INC.; WO2009/26345; (2009); 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

Step 1 To a solution of 6-bromobenzothiophene (10.0 g, 0.047 mol) and AcCl (4.43 g, 4.0 ml, 0.056 mol) in 1,2-dichloroethane (200 mL) was added SnCl4 (1.0 M/heptane, 56 mL) at 0 C. The mixture was allowed to reach RT and then stirred for 20 h. The mixture was poured onto ice/H2O and extracted with DCM. The organic layer was washed with sat. aqueous NaHCO3, dried and concentrated. Flash chromatography (EtOAc/hexanes, 1:9 then 1:4) afforded 6A (5.6 g).

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

Reference£º
Patent; SCHERING CORPORATION AND PHARMACOPEIA, LLC; PHARMACOPEIA, INC.; US2010/197562; (2010); 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

Preparation 108A: 5-(Benzo[b]thiophen-7-yl)-4-methylpyrimidine[00353] A vessel capable of sealing was charged with a mixture of 7- bromobenzo[b]thiophene (100 mg, 0.467 mmol), 4-methylpyrimidin-5-ylboronic acid (97 mg, 0.70 mmol), PdCl2(dppf)-CH2Ci2 adduct (19.2 mg, 0.023 mmol), dioxane (3 mL), and a 2.0 M water solution of K3PO4 (0.7 mL, 1.41 mmol) and was purged with nitrogen for 10 min. The vessel was sealed and heated at 100 C for 16 hours. Upon cooling, the reaction mixture was diluted with CH2CI2 and filtered with CH2Cl2/MeOH washing. The filtrate was concentrated under reduced pressure. The residue was dissolved in CH2CI2 and washed with water, brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude material was purified by BIOTAGE eluting with 0%-15% EtOAc/CH2Cl2 at 30 mL/min. Concentration of appropriate fractions provided the title compound (32 mg, 30% yield). LC/MS: Example 108A (at) 2.49 min (RT) (Condition G). MS (ES): m/z=227.07.1 [M+H]+. ? NMR (400 MHz, CDC13) delta ppm 9.19 (1 hr, s), 8.68 (1 hr, s), 7.92 (1 hr, d, J=8.06 Hz), 7.38-7.52 (3 hr, m), 7.23 (1 hr, d, J=7.05 Hz), 2.44 (3 hr, s).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); 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

5-bromobenzo[b]thiophene (3.0 g, 14.08 mmol) and 4-hydroxyphenylboronic acid (2.91 g, 21.11 mmol) were dissolved in DME 40 mL. Water 10 mL was added thereto. Pd(dbpf)Cl2 (459 mg, 0.70 mmol) and Cs2CO3 (13.68 g, 42.24 mmol) were added thereto, and refluxed with heating at 90 C. for a day. The reaction mixture was filtered through Celite. The obtained filtrate was extracted with EtOAc three times, dried over MgSO4, and then concentrated under reduced pressure. The obtained concentrate was purified by silica gel column chromatography (15-20% EtOAchexane) to yield the title compound as white solid (2.30 g, 72%)

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

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; Lee, ChangSik; Jang, TaegSu; Choi, DaeKyu; Ko, MooSung; Kim, DoHoon; Kim, SoYoung; Min, JaeKi; Kim, WooSik; Lim, YoungTae; US2015/166480; (2015); A1;,
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