2-bromo-1-(2,3-dihydro-1-benzothiophen-6-yl)-1-propanone -Drug Synthesis Database

【结构式】

【分子编号】61082

【品名】2-bromo-1-(2,3-dihydro-1-benzothiophen-6-yl)-1-propanone

【CA登记号】

【分子式】C₁₁H₁₁BrOS

【分子量】271.17774

【元素组成】C 48.72% H 4.09% Br 29.47% O 5.9% S 11.82%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(IV)

The Friedel-Crafts' condensation of propionyl chloride (I) with 2,3-dihydrobenzo[b]thiophene (II) in dichloroethylene gives 5-propionyl-2,3-dihydrobenzo[b]thiophene (III), which is brominated with Br2 in THF yielding 5-(2-bromopropionyl)-2,3-dihydrobenzo[b]thiophene (IV). Finally this compound is condensed with 4-phenylbutylamine (V) in refluxing methanol and reduced with NaBH4 in the solvent

参考文献中间体

合成目标

【1】 Serradell, M.N.; Castaner, J.; Thorpe, P.J.; Tibalosin. Drugs Fut 1984, 9, 12, 909.
【2】 Lambellin, G.; Roba, J.; Gillet, C.; Roncocci, R. (Continental Pharma); BE 848496; FR 2370470; FR 2370472; GB 1565080; JP 7797952 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	61080	2,3-dihydro-1-benzothiophene		C₈H₈S	详情	详情
(II)	15967	propanoyl chloride; propionyl chloride	79-03-8	C₃H₅ClO	详情	详情
(III)	61081	1-(2,3-dihydro-1-benzothiophen-6-yl)-1-propanone		C₁₁H₁₂OS	详情	详情
(IV)	61082	2-bromo-1-(2,3-dihydro-1-benzothiophen-6-yl)-1-propanone		C₁₁H₁₁BrOS	详情	详情
(V)	37811	4-phenyl-1-butanamine; 4-phenylbutylamine	13214-66-9	C₁₀H₁₅N	详情	详情

Extended Information