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2‐Aza‐l, 3‐dienes. Partie 6. Observation d′un effet ‘ tert ‐amino’ dans le traitement acide de (pyrrolidin‐l‐yl)‐azadienes
Author(s) -
Legroux Didier,
Brotn Jacques,
Fleury Jean Pierre
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730509
Subject(s) - chemistry , pyrazine , stereochemistry , medicinal chemistry , morpholino , biochemistry , zebrafish , gene
‘ tert ‐Amino Effect’ on Acidic Treatment of (Pyrrolidin‐l‐yl)azadienes The behaviour of 4‐morpholino‐ and 4‐(pyrrolidin‐l‐yl)‐2‐aza‐1. 3‐diene‐l, l‐dicarbonitriles 3 , and 4 and 10 , respectively, in acidic medium is described. The former gives with HBr/AcOH 3‐bromopyrazine‐2‐carbonitrile 6. On the other hand, pyrrolidin‐1‐yl derivatives 4 and 10 furnish, by a [1, 5]‐H shift, pyrrolo[l, 2]pyrazine structures 5 and 11 , respectively.