Acetaldehyde → HCID 58365198, compound

Participants

Reaction Steps

To a solution of 4-((4-methylpiperidin-4-yl)methoxy)-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carbonitrile (75 mg, 0.17 mmol) in methylene chloride (1.1 mL) was added acetaldehyde (14 uL, 0.25 mmol) and sodium triacetoxyborohydride (53 mg, 0.25 mmol), and the mixture was stirred at ambient temperature for 10 minutes. The reaction mixture was diluted with saturated aqueous sodium bicarbonate solution (50 mL) and methylene chloride (50 mL). The organic layer was separated, dried over sodium sulfate, filtered, concentrated in vacuo, and purified flash chromatography (silica, 4 g, ISCO, 0-20% methanol in methylene chloride) to afford the title compound as a yellow solid, which was used in the next step without any further purification (58 mg, 73%).

Provenance & Evidence