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.
To a stirring solution of diisopropylamine (0.594 g, 5.87 mmol) in THF (3 mL) at -70 C under nitrogen was added n-butyllithium, 2.5 M solution in hexanes (2.065 mL, 5.16 mmol) at a rate not to exceed -60 C. After 15 min a solution of 7-bromo-l-benzothiophene (Maybridge Chemical Co., Ltd., 1.0 g, 4.69 mmol) in THF (4 mL) was added dropwise at a rate that did not exceed an internal temperature of -65 C. This solution was stirred for 1 h at -75 C. To this was added a solution of N-((lE)-(2- chlorophenyl)methylidene)cyclopropanesulfonamide (1.144 g, 4.69 mmol, Intermediate AAIO) in THF (4 mL) at a rate that did not exceed an internal temperature of -65 C. After 15 min, the reaction was warmed to -30 C then quenched with saturated NH4C1 (20 mL). To the biphasic solution was added EtO Ac (20 mL). The isolated organic was then dried over MgS04, filtered, concentrated under reduced pressure, then purified by silica gel chromatography (80 g) eluting products with 0 to 30% gradient of EtO Ac/Hex to afford N-((7- bromo-l-benzothiophen-2-yl)(2-chlorophenyl)methyl)cyclopropanesulfonamide (0.71 g, 1.554 mmol, 33.1 % yield) as colorless oil (mixture of 2 enantiomers).
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; 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