Investigations into the synthesis of 6‐ethyl‐5‐(4‐pyridinyl)‐2,4‐pyrimidinediamine as a potential antimalarial agent | Zendy

Hung Jocelyn | Zendy; Werbel Leslie M. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Investigations into the synthesis of 6‐ethyl‐5‐(4‐pyridinyl)‐2,4‐pyrimidinediamine as a potential antimalarial agent

Author(s) -

Hung Jocelyn,

Werbel Leslie M.

Publication year - 1984

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.5570210321

Subject(s) - chemistry , guanidine , yield (engineering) , alkylation , propionate , pyridine , antimalarial agent , condensation , organic chemistry , pyrimethamine , pyrimidine , combinatorial chemistry , stereochemistry , malaria , plasmodium falciparum , materials science , thermodynamics , physics , immunology , metallurgy , biology , catalysis

The synthesis of 6‐ethyl‐5‐(4‐pyridinyl)‐2,4‐pyrimidinediamine ( 2 ), the pyridine analog of pyrimethamine, is described. Condensation of 4‐pyridineacetonitrile ( 3 ) with methyl propionate afforded α‐(1‐oxopropyl)‐4‐pyridineacetonitrile ( 4 ). Treatment with triethyl orthopropionate gave primarily the undesired N ‐alkylated material. However reaction of the crude mixture with guanidine afforded 2 in low yield. This material was devoid of significant antimalarial activity.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research