Methylamine → Methyl(2-pyridylmethyl)amine

Participants

Reaction Steps

Scheme III illustrates the preparation of the preferred intermediate (14) useful for reaction with 3 to provide 2. 2-Picolinaldehyde (10) is reacted with methylamine, followed by hydrogenation, to provide 2-(N-methyl)aminomethylpyridine (11). Reaction of 11 with the methyl or benzyl ester of N-phenoxycarbonyl-L-valine (12) provides 13. Hydrolysis (R=Me) or hydrogenation (R=benzyl) of 13 provides 14.

Provenance & Evidence