A SIMPLE SYNTHESIS OF 5-AMINO-3-(2-DIMETHYLAMINOETHYL)INDOLE [5-AMINO-N,N-DIMETHYLTRYPTAMINE]

被引：9

作者：

MACOR, JE

POST, R

RYAN, K

机构：

[1] Department of Medicinal Chemistry, Central Research Division, Pfizer Inc, Groton

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 01期

关键词：

D O I：

10.1080/00397919308020402

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short (three step) synthesis of 5-amino-3-(2-dimethyl-aminoethyl)indole [5-amino-N,N-dimethyltryptamine, 4] from commercially available starting materials is presented. Reaction of 5-nitroindole with oxalyl chloride followed by dimethylamine afforded N,N-dimethyl 5-nitroindole-3-glyoxamide (1), which was reduced by diborane to 5-nitro-3-(2-dimethylaminoethyl)indole (3). Catalytic reduction of (3) afforded the title compound in 19% overall yield from 5-nitroindole.

引用

页码：65 / 72

页数：8

共 6 条

[1]

BAYS DE, 1989, Patent No. 4839377

[2] THE SYNTHESIS OF PYRANO[3,2-E]INDOLES AND PYRANO[2,3-F]INDOLES AS ROTATIONALLY RESTRICTED PHENOLIC ANALOGS OF THE NEUROTRANSMITTER SEROTONIN [J].