Formaldehyde → HCID 58365084, compound

Participants

Reaction Steps

To a solution of (R)-4-(piperidin-3-ylmethoxy)-9-((2-(trimethylsilyl)ethoxy)methyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carbonitrile (50 mg, 0.1 mmol) in acetonitrile (0.5 mL) and water (0.1 mL) was added Formalin (0.024 mL, 0.3 mmol) followed by sodium triacetoxyborohydride (48 mg, 0.2 mmol). The reaction mixture was stirred for 20 minutes at ambient temperature and then basified by the addition of saturated aqueous sodium carbonate solution (1 mL), diluted with methylene chloride (50 mL) and methanol (5 mL), and washed with saturated aqueous sodium bicarbonate solution (2×15 mL). The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo to afford a pale yellow solid, which was used in the next step without any further purification (45 mg).

Provenance & Evidence