Formaldehyde → HCID 70873478, compound

Participants

Reaction Steps

N-{1-[4-((R)-2-Nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-7-ylmethoxy)phenyl]piperidin-4-yl}-N-[4-(4-trifluoromethylbenzyloxy)phenyl]amine (0.40 g) and methanol (3 ml) were mixed. A 37% formaldehyde aqueous solution (0.47 g), sodium cyanoborohydride (0.36 g) and acetic acid (3 ml) were added to the mixture and stirred at room temperature overnight. The reaction mixture was added to a potassium carbonate aqueous solution, followed by extraction with methylene chloride. The organic layer was washed with water and dried over sodium sulfate. After filtering, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride:methanol=1:0→methylene chloride:methanol=9:1) to afford the title compound as a yellow powder (0.26 g).

Provenance & Evidence