Acetaldehyde → HCID 10831852, compound

Participants

Reaction Steps

1-benzyl-4-[N-isopropyl-N-(3-amino-2-pyridinyl)amino]piperidine (EXAMPLE 101, after titanium chloride reduction of nitro group; 1.92 g) is dissolved in 15 ml of methanol and cooled to 0°. Then 0.5 ml of acetaldehyde and 0.56 g of sodium cyanoborohydride are added. The reaction is allowed to warm slowly to 20°-25° and stirred for 15 hr. Then it is poured into sodium hydroxide (1N) and extracted with chloroform. The extracts are dried over sodium sulfate, and concentrated under reduced pressure. Purification by flash column chromatography (20% ethyl acetate/hexane) gives the title compound.

Provenance & Evidence