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Pyrrolopyridazines. II. Synthesis of the novel pyrrolo[3,2‐ c ]pyridazine ring system
Author(s) -
Dan Cook P.,
Castle Raymond N.
Publication year - 1973
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.5570100522
Subject(s) - chemistry , pyridazine , ring (chemistry) , oxide , medicinal chemistry , sodium ethoxide , ether , diethyl ether , oxalate , stereochemistry , organic chemistry , ethanol
The first derivatives of the pyrrolo[3,2‐ c ]pyridazine ring system, ethyl pyrrolo[3,2‐ c ]pyridazine‐6‐carboxylate 2‐oxide (5) and ethyl 3‐chloro‐6‐methylpyrrolo[3,2‐ c ]pyridazine‐7‐glyoxalate 1‐oxide ( 12 ), were obtained in good yields from the cyclization of 4‐ethoxymethyl‐eneamino‐3‐methylpyridazine 1‐oxide (3) and 3‐chloro‐5‐(α‐ethoxyethylideneamino)‐6‐methylpyridazine 1‐oxide (14, R Cl, R 1 OMe), respectively, with diethyl oxalate and potassium ethoxide in ether.