4-Fluorobenzylamine → HCID 86673116, compound

Participants

Reaction Steps

To a solution of 4-tert-Butoxyimino-2-pyrrolo[1,2-c]pyrimidin-3-yl-4H-chromene-6-carbaldehyde (example 144B) (50 mg; 0.14 mmol) in dichloromethane (5 ml), was added molecular sieves and 4-Fluoro-benzylamine (19 mg; 0.15 mmol). After 2 hours at room temperature, sodium triacetoxyborohydride (29 mg, 0.14 mmol) and acetique acid (2 ml), were added. After stirring at room temperature for 18 hours, the reaction mixture was quenched with a saturated solution of sodium hydrogenocarbonate and extracted with ethyl acetate. The organic layers were washed with water, brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography over silica gel (gradient cyclohexane/ethyl acetate: 0-100%) to afford the title compound (20 mg, 30%) as a green solid.

Provenance & Evidence