2-(4,4-diphenylbutyl)-5-hydroxyisoquinolinium bromide -Drug Synthesis Database

【结构式】

【分子编号】18670

【品名】2-(4,4-diphenylbutyl)-5-hydroxyisoquinolinium bromide

【CA登记号】

【分子式】C₂₅H₂₄BrNO

【分子量】434.3757

【元素组成】C 69.13% H 5.57% Br 18.4% N 3.22% O 3.68%

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：(III)

Alkylation of 5-hydroxyisoquinoline (I) with bromide (II) in DMF at 80 C afforded isoquinolinium salt (III). This was reduced to tetrahydroisoquinoline (IV) by catalytic hydrogenation in the presence of Pd/C. Finally, Mannich reaction with formaldehyde and perhydroazepine (V) in THF-water at r.t. provided the target compound.

参考文献中间体

合成目标

【1】 Yuen, P.; Schelkun, R.M.; Szoke, B.; Tarczy-Hornoch K.; Synthesis and structure-activity relationship of substituted 1,2,3,4-tetrahydroisoquinolines as N-type calcium channel blockers. Bioorg Med Chem Lett 1998, 8, 18, 2415.

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)	18668	5-isoquinolinol	2439-04-5	C₉H₇NO	详情	详情
(II)	18669	1-(4-bromo-1-phenylbutyl)benzene		C₁₆H₁₇Br	详情	详情
(III)	18670	2-(4,4-diphenylbutyl)-5-hydroxyisoquinolinium bromide		C₂₅H₂₄BrNO	详情	详情
(IV)	18671	2-(4,4-diphenylbutyl)-1,2,3,4-tetrahydro-5-isoquinolinol		C₂₅H₂₇NO	详情	详情
(V)	18672	azepane	111-49-9	C₆H₁₃N	详情	详情

Extended Information