Formaldehyde → HCID 117598928, compound

Participants

Reaction Steps

To a suspension of the amine from Step 1 (20.6 mg) in methanol (1 mL) was added formaldehyde (10 μl). Sodium borohydride (5.6 mg) was added slowly. The clear reaction mixture was stirred overnight at room temperature. The solvent was removed in vacuo and the product was dissolved in ethyl acetate and water (with acetic acid to a pH=5). The mixture was extracted (3×) with ethyl acetate. The combined organics were dried with sodium sulfate, filtered and concentrated. Purification by flash chromatography (ISCO reverse phase, 0 to 95% water in acetonitrile followed by ISCO: 0 to 20% methanol in DCM) gave the desired product (1.4 mg). LRMS (ES+) m/z 849.55 (M+H)+.

Provenance & Evidence