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Regioselective synthesis of pyrido[2,3‐ d ]pyrimidines
Author(s) -
Anderson Gary L.
Publication year - 1985
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.5570220569
Subject(s) - chemistry , regioselectivity , pyrimidine , base (topology) , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , mathematical analysis , mathematics
The reaction of diethyl ethoxymethylenemalonate ( 1 ) and 6‐amino‐1,3‐dimethyluracil ( 2 ) was determined to be regioselective. Under acidic conditions the product was the previously isolated 7‐oxopyrido[2,3‐ d ]pyrimidine ( 3 ), while in the presence of one equivalent of base followed by thermal cyclization, the isomeric 5‐oxopyrido[2,3‐ d ]pyrimidine ( 5 ) is formed.
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