An efficient and economical synthesis of 5,6-diethyl-2,3-dihydro-1H-inden-2-amine hydrochloride

被引:13
作者
Prashad, M
Hu, B
Har, D
Repic, J
Blacklock, TJ
机构
[1] Novartis Pharmaceut Corp, Proc R&D, Chem & Analyt Dev, E Hanover, NJ 07936 USA
[2] Novartis Pharma AG, Proc R&D, Chem & Analyt Dev, CH-4002 Basel, Switzerland
关键词
D O I
10.1021/op0502093
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient and economical synthesis of 5,6-diethyl-2,3-dihydro-1H-inden-2-amine hydrochloride (1) utilizing 2-aminoindan as a cheap and commercially readily available starting material is described. The newly developed synthesis involves six-steps with 49% overall yield, and it introduces two ethyl groups at the 5- and 6-positions via sequential regioselective Friedel-Crafts acetylations and hydrogenations of N-protected-2-aminoindan. The Friedel-Crafts acetylations can be carried out neat with high regioselectivity using acetyl chloride as the reagent as well as the solvent, thus avoiding the use of halogenated solvents.
引用
收藏
页码:135 / 141
页数:7
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