AZAINDOLE DERIVATIVES. 66. 1,6-DISUBSTITUTED 4-METHYL-5-CYANO-7-AZAINDOLINES

Article abstract of DOI:10.1007/BF00505904

A general method was developed for the synthesis of 1,6-disubstituted 4-methyl-5-cyano-7-azaindolines from the readily available ammonium salt of 2,6-dihydroxy-3-(β-hydroxyethyl)-4-methyl-5-cyanopyridine through the corresponding N-substituted ammonium salts and N-substituted 2-amino-3-(β-hydroxyethyl)-4-methyl-5-cyano-6-hydroxypyridines with treatment of the latter by POCl3.This method gives a 40percent yield of 4-methyl-5-cyano-7-azaindoline compounds containing various aralkyl or alkyl substituents at N-1 and a hydroxy group or halogen atom at C-6 in three steps.