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Synthesis of N ‐alkyl derivatives of 4‐(2′‐aminoethyl)indole
Author(s) -
Can Joseph G.,
Demopoulos Basil J.
Publication year - 1982
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570190541
Subject(s) - chemistry , indole test , acetonitrile , alkyl , sequence (biology) , organic chemistry , acetic acid , combinatorial chemistry , stereochemistry , medicinal chemistry , biochemistry
N ‐Substituted 4‐(2′‐aminoethyl)indoles are attainable in good yields from indole‐4‐acetic acid ( 2 ). Several methods of preparation for 2 were tried or considered. A new sequence involving Arndt‐Eistert homologation of indole‐4‐carboxylic acid has been devised, which is no more laborious than a literature homologation sequence involving indole‐4‐acetonitrile, and which provides somewhat better overall yields than the literature method.