Hydroxylamine → Benzyloxy-3-nitro[1,5]naphthyridin-4-amine

Participants

Reaction Steps

In step (5) of Reaction Scheme I, a benzyloxy-4-chloro-3-nitroquinoline or benzyloxy-4-chloro-3-nitro[1,5]naphthyridine of Formula XIX is treated with an amino alcohol of formula HO—(CH2)c—CH2—NH2 to provide a benzyloxy-3-nitroquinolin-4-amine or benzyloxy-3-nitro[1,5]naphthyridin-4-amine of Formula XX. The reaction is conveniently carried out by adding the amino alcohol of formula HO—(CH2)c—CH2—NH2 to a solution of a compound of Formula XIX in a suitable solvent such as dichloromethane in the presence of a tertiary amine such as triethylamine. The reaction can be carried out at ambient temperature or at an elevated temperature such as, for example, the reflux temperature of the solvent. The reaction product can be isolated using conventional methods.

Provenance & Evidence