Category: 1423-61-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

N-Bromosuccinimide (5.73 g. 32.2 mmol) was added slowly into the stirred solution of 7- bromobenzo[b]thiophene (5.28 g, 24.78 mmol) in chloroform (25 mL) and acetic acid (25 mL) at 0 C. The resulting reaction mixture was stirred at 25 C for 24 h. The reaction was monitor by tlc and after completion of reaction the reaction mixture washed with saturated solution of Na2S2O3 (20 mL), NaHCO3 (20 mL) and water (10 mL). The organic part was dried over anhydrous sodium sulfate and concentrated under reduce pressure to give crude product which was purified by column chromatography on silica gel using hexane as eluent to afford 3,7- dibromobenzo[b]thiophene (4.7 g, 16.135 mmol) as white solid. ?H-NMR (400 MHz, CDC13): 0 7.80 (dd, J? = 8.2 Hz, J? = 0.9 Hz, 1H), 7.57 (d, J = 7.8 Hz, 1H), 7.52 (s, 1H), 7.36 (t, J = 7.8 Hz, 1H).

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

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

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 of 1-benzothiophen-7-yl magnesium bromide To magnesium turnings (230 mg, 9.6 mmoi) in THF (5 mL) was added 1 iodine crystal and a few drops of 7-bromobenzothiophene. A vigorous reaction ensued. The remaining 7-bromobenzothiophene (1.7 g, 8.0 mmol) in THF (10 ml) was added dropwise. The reaction mixture was left to reflux by itself. Once the reaction exotherm had dissipated, the reaction mixture was heated under reflux for about 15 minutes to yield the required Grignard reagent., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; SASOL TECHNOLOGY (PROPRIETARY) LIMITED; MAUMELA, Munaka Christopher; MOGOROSI, Moses Mokgolela; MOKHADINYANA, Molise Stephen; OVERETT, Matthew James; BLANN, Kevin; HOLZAPFEL, Cedric Wahl; WO2014/181247; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of Mg turnings (0.341 g, 14.04 mmol) in dry THF (20 mL) was added a drop of 1,2-dibromoethane. The reaction was stirred and a solution of 7-bromobenzo[b]thiophene (2.494 g, 11.70 mmol) in dry THF (2 mL) was added. The reaction was heated to reflux temperature and kept so for 90 minutes. The reaction mixture was cooled to room temperature and added to cooled (0 C) solution of DMF (2.565 g, 35.10 mmol) in dry THF (10 mL). The reaction was stirred for 30 minutes at 0 C and then allowed to reach room temperature. The reaction was quenched by addition of saturated NH4Cl (25 mL). The mixture was extracted with EtOAc (3 ¡Á 50 mL) and the organic extracts were dried (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (petroleum ether/EtOAc, 20:1) to give the title compound, 3 (0.753 g, 71%) as a yellow oil. 1H NMR (300 MHz, CDCl3) delta 10.19 (s, 1H), 8.06 (dd, J = 7.9, 1.2 Hz, 1H), 7.83 (dd, J = 7.2, 1.2 Hz, 1H), 7.62 (d, J = 5.5 Hz, 1H), 7.53 (dd, J = 7.9, 7.2 Hz, 1H), 7.40 (d, J = 5.5 Hz, 1H). 13C NMR (75 MHz, CDCl3) delta 191.1, 141.1, 136.8, 131.3, 130.6, 130.3, 129.7, 124.1, 122.8

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

This compound was synthetized using a modified procedure of . 7-bromobenzo[b]thiophene (1.0 g, 4.69 mmol, 1.0 eq.) was dissolved in diethyl ether (25 ml) and cooled at -40C. Then n-butyllithium 1.6 M (3.23 ml, 5.16 mmol, 1.1 eq) was added dropwise and the solution was warmed to 0C over a 1 h period. The solution was cooled to -60C and a solution of 2,2,2-trifluoro-1-morpholinoethan-1-one (0.86 g, 4.69 mmol, 1.0 eq) in diethyl ether (5 ml) was added in portions. The resultant mixture was stirred at -60C for 7 h and then warmed up to room temperature. The solution was hydrolyzed with saturated NH4Cl (5 ml), washed with NH4Cl (3 x 5 ml) and water (3 x 5 ml), dried (Na2SO4) and concentrated. The resulting residue was purified by flash column chromatography on silica gel using ethyl hexane: ethyl acetate (10:1) as eluent to afford a light-yellow solid (0.98 g, 91%). 1H-NMR (300 MHz, CDCl3) delta = 8.20 (ddd, J = 7.9, 4.5, 1.4 Hz, 2H), 7.70 (d, J = 5.5 Hz, 1 H), 7.58 (t, J = 7.9 Hz, 1 H), 7.49 (d, J = 5.5 Hz, 1 H). 19F NMR (282 MHz, CDCl3) delta = – 69.54 (s, CF3)., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Dichloro l,l ‘-bis(diphenylphosphino)ferrocene palladium(II) (14 g, 0.018 mol) was added to a mixture of 7-bromo-l-benzothiophene (Intermediate XI 3) (75 g, 0.35 mol, from Step 2), bis(pinacolato)diboron (110 g, 0.42 mol), potassium acetate (170 g, 1.8 mol), and toluene (750 mL) at room temperature under an argon atmosphere. The reaction mixture was then heated at 100 C. After 12 h, the reaction mixture was cooled to room temperature, partitioned between water and ethyl acetate, and the layers were separated. The organic material was washed sequentially with water and brine, dried (sodium sulfate), filtered, and the filtrate was concentrated under a vacuum. The residue was subjected to flash chromatography on silica gel (99: 1 hexane-ethyl acetate) to give 2-(l-benzothiophen-7-yl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (60 g, Intermediate Y2) as a colorless solid, 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1423-61-6, A solution OF 7-BROMO-1-BENZOTHIOPHENE (19.9 g, 0.094 mol) in absolute ether (200 ml) was treated with a 1.6 M solution of n-butyllithium in hexane (0.14 mol, 88 ml) AT-78 C. The solution was stirred at-78 C for 10 minutes then treated with trimethyl borate (15 ml, 0.14 mol). The mixture was allowed to warm to-10 C then quenched with an excess of dilute hydrochloric acid. The organic layer was separated, dried, evaporated, and the residue was recrystallised from aqueous ethanol to yield the title compound (10 g, 60%).

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck Sharp & Dohme Limited; WO2004/46133; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

a) 7-Bromo-1-benzothiophene-2-carboxaldehyde To a solution of diisopropylamine (0.7 mL, 4.93 mmol) in dry tetrahydrofuran (10 mL) under nitrogen at 0 C. was added n-butyllithium (1.6M in hexanes) (3.1 mL, 4.93 mmol) over 5 min. After 10 min, this solution was added to 7-bromo-1-benzothiophene (1.0 g, 4.69 mmol) in dry tetrahydrofuran (10 mL) at -78 C. The reaction mixture was maintained at this temperature for 1 h, then dimethylformamide (0.55 mL, 7.03 mmol) added dropwise. After 10 min, the reaction was quenched by addition of acetic acid (2 mL) and water (25 mL). The solution was extracted into diethyl ether, washed with water, dried (Na2SO4), filtered and evaporated in vacuo, to yield 7-bromo-1-benzothiophene-2-carbaldehyde as a white solid., 1423-61-6

The synthetic route of 1423-61-6 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

A Grignard reagent was prepared using 7-bromobenzo-[b] thiophene (1.0 g), magnesium (0.13g), a catalytic amount of iodine and tetrahydrofuran (3 mL) according to the general method. To the Grignard reagent solution was added a solution of 4-methylbenzaldehyde (0.62 g) in tetrahydrofuran (5 mL) at 0C under an argon atmosphere. The reaction mixture was stirred at room temperature overnight and a saturated ammonium chloride aqueous solution was added to the mixture. The mixture was extracted with diethyl ether, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on aminopropylated silica gel (eluent: tetrahydrofuran). Further purification by column chromatography on silica gel (eluent; n-hexane/ethyl acetate = 6/1) gave the title compound (0.68 g) as yellow oil. 1H-NMR (CDCl3) delta ppm: 2.32 (3H, s), 2.38 (1H, d, J=3.6Hz), 6.11 (1H, d, J=3.4Hz), 7.10-7.20 (2H, m), 7.30-7.45 (5H, m), 7.45-7.50 (1H, m), 7.70-7.80 (1H, m)

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

Reference£º
Patent; Kissei Pharmaceutical Co., Ltd.; EP1724277; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 11 1A: 3-(Benzo[b]thiophen-7-yl)-4-methylpyridine[00360] A vessel capable of sealing was charged with a mixture of 7- bromobenzo[b]thiophene (370 mg, 1.736 mmol), 4-methylpyridin-3-ylboronic acid HC1 (361 mg, 2.084 mmol), PdCl2(dppf)-CH2Ci2 adduct (70.9 mg, 0.087 mmol), dioxane (8 mL), and a 2.0 M aqueous solution of K3PO4 (3.47 mL, 6.95 mmol) and was purged with nitrogen for 10 min. The vessel was sealed and heated at 90 C for 10 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 10%-40% EtOAc/CELC^ at 30 mL/min. Concentration of appropriate fractions provided the title compound (350 mg, 89% yield). LC/MS: Example 1 11A (at) 1.50 min (RT) (Condition G). MS (ES): m/z=226.12.1 [M+H]+. XH NMR (400 MHz, CDCI3) delta ppm 8.50-8.64 (2 hr, m), 7.89 (1 hr, dd, J=7.93, 1.13 Hz), 7.40-7.55 (3 hr, m), 7.25-7.33 (1 hr, m), 7.22 (1 hr, d, J=6.30 Hz), 2.21 (3 hr, s)., 1423-61-6

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

A solution of commercially available 7-bromobenzo[b]thiophene (8.0 g, 37.5 mmol) in ether (50.0 mL) was cooled to -78 C was and treated dropwise with BuLi (1.6 M solution in Hexanes, 21 mL, 37.5 mmol) and stirred at -78 C for 20 min. The reaction mixture was treated with DMF (5.4 g, 67.4 mmol) and stirred at -78 C for 1 h. The reaction mixture was diluted with water and extracted with ether. The combined organic layer were washed with water, dried (MgSO4) filtered concentrated in vacuo and purified by chromatography (SiO2, EtOAc/Hexanes) to yield 5 as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 10.25 (s, 1H), 8.12 (d, 1 H, J = 7.6 Hz), 7.90 (d, 1H, J = 7.2 Hz), 7.67 (d, 1H, J = 5.6 Hz), 7.59 (t, 1H, J = 7.6 Hz), 7.45 (d, 1H, J = 5.6 Hz)., 1423-61-6

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Venkatraman, Srikanth; Velazquez, Francisco; Gavalas, Stephen; Wu, Wanli; Chen, Kevin X.; Nair, Anilkumar G.; Bennett, Frank; Huang, Yuhua; Pinto, Patrick; Jiang, Yueheng; Selyutin, Oleg; Vibulbhan, Bancha; Zeng, Qingbei; Lesburg, Charles; Duca, Jose; Huang, Hsueh-Cheng; Agrawal, Sony; Jiang, Chuan-Kui; Ferrari, Eric; Li, Cheng; Kozlowski, Joseph; Rosenblum, Stuart; Shih, Neng-Yang; Njoroge, F. George; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 2007 – 2017;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem