Heterocyclic Building Blocks-Benzothiophene

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A 100-mL, round-bottom flask equipped with a magnetic stirring bar was charged with TZD (1 mmole) and rhodanine(1 mmol) in ionic liquid ChCl/urea was added aldehyde (1mmol). The reaction mixture was stirred for adequate amount of time under solvent-free conditions (Table 2). The progress of the reaction was monitored by TLC(Chloroform: Methanol (4:1). After completion of the reaction, H2O (3 ml) was added and ILs separated. Then, the obtained crude compound was collected by filtration and then washed with water and methanol. Finally, products were recrystallized from ethanol to afford (1-10) a, b in the excellent yield.

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

Reference£º
Article; Akhavan, Malihe; Bekhradnia, Ahmadreza; Foroughifar, Naser; Pasdar, Hoda; Combinatorial chemistry and high throughput screening; vol. 22; 10; (2019); p. 716 – 727;,
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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, 552 mg of methanesulfonyl chloride,623 mg of diisopropylethylamine, and 10 ml of dichloromethane was stirred for 4 hours at room temperature. After thereaction mixture was concentrated under reduced pressure, water was added to the residues, and the precipitated solidswere collected by filtration. The obtained solids were washed with water and hexane and concentrated under reducedpressure, thereby obtaining 449 mg of methyl 5-[bis(methylsulfonyl)amino]benzo[b]thiophene-2-carboxylate.

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

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35212-85-2,Methyl 3-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A suspension of 3-amino-benzo[b]thiophene-2-carboxylic acid methyl ester (1.03 g, 5.0 mmol) and chloroformamidine hydrochloride (800 mg, 7.0 mmol) in diglyme (8 mL) were heated at 160 C. for 1 h. The resulting suspension was cooled to rt and filtered, and the collected solid was suction dried to give the title compound (1.14 g, 90%). 1H NMR (DMSO-d6): 8.06 (d, J=7.9 Hz, 1H), 7.89 (d, J=8.1 Hz, 1H), 7.73-7.47 (m, 2H), 7.45-7.39 (m, 1H), 7.38-7.33 (m, 1H), 7.18 (s, 0.6H), 7.05 (s, 0.6H), 6.92 (s, 0.6H).

As the paragraph descriping shows that 35212-85-2 is playing an increasingly important role.

Reference£º
Patent; Chavez, Frank; Curtis, Michael P.; Edwards, James P.; Gomez, Laurent; Grice, Cheryl A.; Kearney, Aaron M.; Savall, Brad M.; US2008/15200; (2008); A1;,
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3541-37-5, Benzo[b]thiophene-2-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a dry glass reaction tube purged with argon and equipped with a magnetic stir bar were added molecular sieves (3-4 A, 100 mg), aldehyde 3a (46 mg, 0.25 mmol), Pd-gamma-Fe2O3 (24 mg, 5 mol% Pd), and cyclohexane (1 mL) and the sealed tube was heated at 130 C for 24 h. The reaction mixture was decanted with the help of an external magnet and the catalyst was washed with CH2Cl2 (5 x 5 mL). The crude product was purified by dry-flash chromatography (SiO2: hexane) to afford 4a (31 mg, 82%) as a white solid; mp 66-68 C.

The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ajda?i?, Vladimir; Nikoli?, Andrea; Simi?, Stefan; Manojlovi?, Dragan; Stojanovi?, Zoran; Nikodinovic-Runic, Jasmina; Opsenica, Igor M.; Synthesis; vol. 50; 1; (2018); p. 119 – 126;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35212-85-2,Methyl 3-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 62 3-(Dimethylaminomethyleneamino)benzo[b]thiophene-2-carboxylic acid methyl ester A mixture of 3.38 g (16.32 mmol) of methyl 3-aminobenzo[b]thiophene-2-carboxylate (J. Org. Chem. 37, 3224 (1972)) in 8 mL of N,N,-dimethylformamide dimethyl acetal is heated at reflux temperature for 2 hours, then cooled to room temperature. The solid is collected by filtration, washing with hexane and ethyl acetate to provide 3.96 g (93%) of a white solid, mp 73-74 C. 1H-NMR (DMSO-d6): delta 3.06 (s, 6H), 3.75 (s, 3H), 7.47 (t, 1H), 7.50 (t, 1H), 7.78 (d, 1H), 7,82-7.89 (m, 2H).

35212-85-2 Methyl 3-aminobenzo[b]thiophene-2-carboxylate 874720, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; American Home Products Corporation; US2001/51620; (2001); A1;,
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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

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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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

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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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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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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