Studies on the chemical synthesis of potential antimetabolites.  30.  Regioselective introduction of a chlorine atom into the imidazo[4,5‐ b ]pyridine nucleus | Zendy

Itoh Tokuo | Zendy; Ono Kazuo | Zendy; Sugawara Tomokazu | Zendy; Mizuno Yoshihisa | Zendy

Premium

Studies on the chemical synthesis of potential antimetabolites. 30. Regioselective introduction of a chlorine atom into the imidazo[4,5‐ b ]pyridine nucleus

Author(s) -

Itoh Tokuo,

Ono Kazuo,

Sugawara Tomokazu,

Mizuno Yoshihisa

Publication year - 1982

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.5570190313

Subject(s) - chemistry , pyridine , regioselectivity , chlorine atom , nucleus , chloride , chlorine , phosphoryl chloride , medicinal chemistry , nucleoside , stereochemistry , organic chemistry , catalysis , biology , microbiology and biotechnology

Reactions of some imidazo[4,5‐ b ]pyridine 4‐oxides with phosphoryl chloride are described. Treatment of N ‐1‐substituted imidazo[4,5‐ b ]pyridine 4‐oxides with phosphoryl chloride led to the predominant formation of 7‐chloro derivatives. This feature was successfully applied to the preparation of a chloroimidazo[4,5‐ b ]pyridine nucleoside, which served as an important precursor of 1‐deazaadenosine.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research