Category: 17347-32-9

Brief introduction of 17347-32-9

17347-32-9, 17347-32-9 6-Bromobenzothiophene 12744400, 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.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

(b) Benzo[b]thiophene-6-carboxaldehyde. A mixture of 6-bromobenzo[b]thiophene [9.6 g; prepared according to Nippon Kagaku Zasshi, 88, 758 (1967): Chem. Abstr., 69, 59018q (1968)], magnesium (1.64 g), and 1,2-dibromoethane (4.23 g) in anhydrous diethyl ether (90 ml) was stirred and gently heated for 3 hr. N-formylpiperidine (5.09 g) in anhydrous diethyl ether (15 ml) was added to the cooled mixture which was subsequently allowed to stand for 12 hr. the mixture was poured into a dilute hydrochloric acid solution. the dried (MgSO4) ether extract was evaporated and the residue was purified by column chromatography over silica gel with chloroform/hexane (1:8 v/v) elution to give benzo[b]thiophene-6-carboxaldehyde as yellow oil. Pmr spectrum (CDCl3; delta in ppm): 7.36 (1H, d); 7.68 (1H, d); 7.84 (2H, s); 8.16 (1H, s); 10.04 (1H, s).

17347-32-9, 17347-32-9 6-Bromobenzothiophene 12744400, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ICI Australia Limited; US4664693; (1987); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 17347-32-9

17347-32-9, As the paragraph descriping shows that 17347-32-9 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.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

A mixture of compound B-198 (4.0 g, 0.019 mol) and cuprous cyanide (2.5 g, 28 mmol) in l-methylpyrrolidin-2-one (20 mL) was stirred at 200 C for 1 hour under microwave irradiation (150 W, 100 psi). On completion, the mixture was filtered, and the filtrate was diluted with dichloromethane (60 mL). This solution was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give crude compound B-199 (2.6 g, 87% yield) as a yellow solid. LCMS: (ES+) m/z (M+H)+ = 160.1, tR= 0.795.

17347-32-9, As the paragraph descriping shows that 17347-32-9 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

 

Some tips on 17347-32-9

17347-32-9, As the paragraph descriping shows that 17347-32-9 is playing an increasingly important role.

17347-32-9, 6-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) Benzo[b]thiophene-6-carboxaldehyde A mixture of 6-bromobenzo[b]thiophene [9.6 g; prepared according to Nippon Kagaku Zasshi, 88 , 758 (1967): Chem. Abstr., 69 , 59018q (1968)], magnesium (1.64 g), and 1,2-dibromoethane (4.23 g) in anhydrous diethyl ether (90 ml) was stirred and gently heated for 3 hr. N-formylpiperidine (5.09 g) in anhydrous diethyl ether (15 ml) was added to the cooled mixture which was subsequently allowed to stand for 12 hr. the mixture was poured into a dilute hydrochloric acid solution. the dried (MgSO4) ether extract was evaporated and the residue was purified by column chromatography over silica gel with chloroform/hexane (1:8 v/v) elution to give benzo[b]thiophene-6-carboxaldehyde as yellow oil. Pmr spectrum (CDCl3; delta in ppm): 7.36 (1H,d); 7.68 (1H,d); 7.84 (2H,s); 8.16 (1H,s); 10.04 (1H,s).

17347-32-9, As the paragraph descriping shows that 17347-32-9 is playing an increasingly important role.

Reference£º
Patent; ICI AUSTRALIA LIMITED; EP125059; (1991); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 17347-32-9

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

17347-32-9, 6-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromobenzothiophene (500 mg, 2.35 mmol) in DMF (6 ml) was added Zn(CN)2 (413 mg, 3.52 mmol) and Pd(PPh3)4 (136 mg, 0.117 mmol). The reaction was heated in the microwave to 100 C for 30 min. The mixture was filtered through a pad of Celite with EtOAc, the solvents were removed in vacuo and the crude product was purified by flash chromatography using 10-20%) EtOAc in n- heptane as eluent. Yield: 325 mg (87%); yellow solid. HPLC purity: 100 %.

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

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

 

New learning discoveries about 17347-32-9

The synthetic route of 17347-32-9 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.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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 17347-32-9

The synthetic route of 17347-32-9 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.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

In a 25 mL three-necked flask, magnesium (257 mg, 10.6 mmol) was suspended in THF,(1.7 mL) and heated to reflux. A solution of 6-bromobenzo[b]thiophene (1.5 g, 7.04 mmol) in THF (8.3 mL) was added dropwise. The reaction mixture was stuffed at reflux for 2 h, thencooled to 0C. N,N-Dimethylformamide (1.03 g, 1.09 ml, 14.1 mmol) was added dropwise and the reaction allowed to warm up to room temperature. The resulting green suspension was stirred overnight then concentrated. The residue was purified by chromatography over silica gel. One fraction was isolated and dried in vacuo, affording 821 mg (72%) of benzo[b]thiophene-6- carbaldehyde as a yellow oil.

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; LYNCH, Stephen M.; MARTIN, Rainer E.; NEIDHART, Werner; PLANCHER, Jean-Marc; SCHULZ-GASCH, Tanja; WO2014/86663; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem