Simple exploration of 154650-81-4

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154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,154650-81-4

Compound 28 (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 mL, 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.

As the paragraph descriping shows that 154650-81-4 is playing an increasingly important role.

Reference£º
Patent; TARGEGEN INC.; WO2009/49028; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 154650-81-4

154650-81-4 Benzo[b]thiophene-6-carbonitrile 21816574, 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.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

A solution of l-benzothiophene-6-carbonitrile, INTERMEDIATE 13 (230 mg, 1.45 mmol) in THF (10 mL) was cooled to -78C. Freshly prepared LDA solution (3.47 mL, ca. 0.5 M in THF/hexane, 1.73 mmol) was dropwise added and the mixture was stirred for 15 min. Iodine (440 mg, 1.73 mmol) were added and the reaction was allowed to reach – 50C over a period of 1.5 h. 1 M HC1 and DCM were added, the organic phase was washed with Na2S203 solution. The organic phase was collected and the solvents removed in vacuo and the crude product was used without further purification. Yield: 394 mg (96%); yellow solid. MS(ESI+) m/z 286 [M+H]+., 154650-81-4

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

Reference£º
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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154650-81-4, The synthetic route of 154650-81-4 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.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

A round bottom flask was charged with benzo[b]thiophene-6-carbonitrile (1.35 g, 8.48 mmol), methylene chloride (270 mL), and m-chloroperbenzoic acid (70% purity, 5.85 g, 23.73 mmol) was added in portions over 20 minutes. The reaction mixture was heated at 45 0C overnight. The reaction gave a mixture of sulfoxide and sulfones in 2: 1 ratio. The reaction was diluted with ethyl acetate and quenched with saturated aqueous sodium thiosulfate and stirred for 1 hour. The mixture was then extracted with ethyl acetate and the organic phase was concentrated under reduced pressure. The residue was purified by flash chromatography to afford the title compound as a white solid.

154650-81-4, The synthetic route of 154650-81-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RENOVIS, INC.; WO2009/110985; (2009); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 154650-81-4

154650-81-4, The synthetic route of 154650-81-4 has been constantly updated, and we look forward to future research findings.

154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 3-Bromo-1-benzothiophene-6-carbonitrile To a solution of 1-benzothiophene-6-carbonitrile (2.13 g, 13.4 mmol) in dry DMF (20 mL) at -10 C. was added freshly recrystallized N-bromosuccinimide (2.38 g, 13.4 mmol). The solution was allowed to warm to room temperature and stirred over the weekend. The mixture was diluted with water and extracted into diethyl ether, and the organic extract washed with water, then brine. The extracts were dried (MgSO4), filtered and evaporated in vacuo. The crude product was purified by flash chromatography on silica, eluding with ethyl acetate/hexane (1:9), to yield the title compound as a white solid.

154650-81-4, The synthetic route of 154650-81-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 154650-81-4

154650-81-4, As the paragraph descriping shows that 154650-81-4 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.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

To a stirred solution of benzo[b]thiophene-6-carbonitrile (1.0 g, 6.289 mmol) in CHC13 (7 mL) and acetic acid (7 mL) was added NBS (1.34 g, 7.547 mmol) portionwise at 0C and the mixture stirred at rt for 48 hr. The reaction mixture was diluted with DCM (60 mL) and washed with saturated solution of sodium thiosulfate solution and NaHCO3 followed by brine. The organic layer was dried over sodium sulfate, concentrated under reduced pressure to afford the crude material which was purified by column chromatography using silica gel (100-200 mesh) and 2% EtOAc/hexane as eluent to 3-bromobenzo[b]thiophene-6-carbonitrile (0.8 g, 3.359 mmol, 53%) as off white solid. GCMS: 238 (mlz).

154650-81-4, As the paragraph descriping shows that 154650-81-4 is playing an increasingly important role.

Reference£º
Patent; CURADEV PHARMA PRIVATE LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Dharmendra B.; YADAV, Veejendra K.; KAPOOR, Kamal Kishore; VENKATESAN, Aranapakam; SMITH, Roger A.; THOMPSON, Scott K.; WO2014/186035; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 154650-81-4

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

154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask containing anhydrous cerium (III) chloride (4.64 g, 18.8 mmol) was flushed with nitrogen several times and placed under high vacuum. The solid was heated with a heat gun for several minutes to remove any excess water. The flask was re-filled with nitrogen and allowed to cool. THF (80 mL) was added and the suspension was stirred at room temperature for 3 h. The suspension was cooled to -78 0C and methyllithium (3.0 M solution in Et2O, 6.28 mL, 18.8 mmol) was added. After stirring for 1 h, benzo[b]thiophene-6-carbonitrile (1.00 g, 6.28 mmol) was added. The mixture was stirred for 5 h at -78 0C, then allowed to slowly warm to room temperature over 16 h. The mixture was cooled back to -78 0C, then treated with cone. NH4OH (30 mL). After warming to room temperature, the mixture was diluted with H2O and extracted with CH2Cl2. The combined organics were dried over Na2SO4, filtered and concentrated. The residue was then dissolved in CH2Cl2 and extracted with 2 N HCl. The combined aqueous layers were basified with 5 N NaOH, and extracted with CH2Cl2. The combined organics were dried over Na2SO4, filtered and concentrated to yield 2- (benzo[b]thiophen-5-yl)propan-2-amine. MS (ESI pos. ion) m/z: 175 (M-16).

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

Reference£º
Patent; AMGEN INC.; WO2009/137404; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 154650-81-4

As the paragraph descriping shows that 154650-81-4 is playing an increasingly important role.

154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

K2C03 (40 mg, 0.292 mmol), Pd(OAc)2 (2.2 mg, 0.010 mmol), tricyclohexylphosphine (5.5 mg, 0.019 mmol), and pivalic acid (6 mg, 0.058 mmol) were placed in a microwave vial equipped with a magnetic stir bar. 6-Cyanobenzothiophene, INTERMEDIATE 13 (31 mg, 0.195 mmol) and l-bromo-4-(l-methylethyl)benzene (47 mg, 0.234 mmol) were added as well as DMF (0.6 ml). The sealed reaction vial was heated in a microwave reactor at 180 C for 30 min. Water and DCM were added and the organic layer evaporated. The crude product was purified by flash column chromatography using 5% EtOAc in n-heptane as eluent. Yield: 18 mg (33%); white solid. MS (ESI+) m z 278 [M+H]+. HPLC purity: 97%., 154650-81-4

As the paragraph descriping shows that 154650-81-4 is playing an increasingly important role.

Reference£º
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 154650-81-4

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

154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Substituted benzothiophene (1 eq.) was dissolved in 1,2-dichloroethane. A solution of bromine(1.12 eq.) in 1,2-dichloroethane (CH2Cl2 for 17) was slowly added to the reaction mixture at 0 C, thenwarmed to r.t., and stirred for 2 h. Reaction progress was monitored by thin-layer chromatography(TLC, reverse phase silica gel, MeOH). Aqueous Na2S2O3 solution was added, and the desired productwas extracted with CH2Cl2. Combined organic layers were washed with brine, and dried overanhydrous Na2SO4. After filtration, the solvent was removed under reduced pressure. The productwas purified using column chromatography. [34]

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

Reference£º
Article; Konstantinovi?, Jelena; Videnovi?, Milica; Srbljanovi?, Jelena; Djurkovi?-Djakovi?, Olgica; Bogojevi?, Katarina; Sciotti, Richard; ?olaja, Bogdan; Molecules; vol. 22; 3; (2017);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 154650-81-4

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

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

Some tips on 154650-81-4

As the paragraph descriping shows that 154650-81-4 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.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

A mixture of compound B-199 (2.6 g, 16 mmol) in 4N hydrochloric acid (30 mL) was stirred at 100 C for 5 hours. On completion, the reaction mixture was cooled to 0 C, and the solid was collected by filtration. The residue was dried in vacuo to give compound B-200 (2.4 g, 83% yield) as a yellow solid.

As the paragraph descriping shows that 154650-81-4 is playing an increasingly important role.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem