Synthesis of a pyrrolo annulated pyrido[2,3‐ D ]pyrimidine as a potential nonclassical antifolate | Zendy

Gangjee Aleem | Zendy; Patel Jasmin | Zendy; Lin FuTyan | Zendy

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Synthesis of a pyrrolo annulated pyrido[2,3‐ D ]pyrimidine as a potential nonclassical antifolate

Author(s) -

Gangjee Aleem,

Patel Jasmin,

Lin FuTyan

Publication year - 1988

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.5570250563

Subject(s) - chemistry , tricyclic , pyrimidine , pyrrolidine , yield (engineering) , stereochemistry , lactam , ether , ring (chemistry) , antifolate , derivative (finance) , annulation , organic chemistry , catalysis , materials science , antimetabolite , toxicity , metallurgy , economics , financial economics

Cyclocondensation of 2,4,6‐triaminopyrimidine ( 4 ) with ethyl N ‐benzyl‐4‐oxo‐3‐pyrrolidine carboxylate ( 5 ) in diphenyl ether regiospecifically afforded a new tricyclic, angular 1,3,8‐trisubstituted pyrrolo[3′,4′:4,5]‐pyrido[2,3‐ d ]pyrimidine‐6‐one 1 in excellent yield. The ketoester 5 was prepared by a literature method. Compound 1 in addition to being a new heterocyclic system is an important key precursor to a variety of classical and nonclassical tricyclic, 5‐deaza analogues of the folate cofactor 5,10‐methylenetetrahydrofolate 3 .

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