Regioselective one-pot synthesis of 9-alkyl-6-chloropyrido[3,2-e][1,2,4]triazolo[4,3-a]pyrazines. Reactivity of aliphatic and aromatic hydrazides

Asier Unciti-Broceta; Maria J Pineda-de-las-Infantas; Juan J Díaz-Mochón; Romeo Romagnoli; Pier G Baraldi; Miguel A Gallo; Antonio Espinosa

doi:10.1021/jo0478398

Regioselective one-pot synthesis of 9-alkyl-6-chloropyrido[3,2-e][1,2,4]triazolo[4,3-a]pyrazines. Reactivity of aliphatic and aromatic hydrazides

J Org Chem. 2005 Apr 1;70(7):2878-80. doi: 10.1021/jo0478398.

Authors

Asier Unciti-Broceta¹, Maria J Pineda-de-las-Infantas, Juan J Díaz-Mochón, Romeo Romagnoli, Pier G Baraldi, Miguel A Gallo, Antonio Espinosa

Affiliation

¹ Departamento de Química Farmacéutica y Orgánica, Facultad de Farmacia, Campus Cartuja s/n, 18071 Granada, Spain.

PMID: 15787593
DOI: 10.1021/jo0478398

Abstract

[reaction: see text] The one-pot synthesis of new 9-alkyl-6-chloropyrido[3,2-e][1,2,4]triazolo[4,3-a]pyrazines has been achieved. Hydrazides regioselectively reacted as nucleophiles with the 3-chloro substituent of 2,3-dichloropyrido[2,3-b]pyrazine. An intramolecular cyclization afforded the tricycle nonxanthine adenosine receptor antagonists.