Acetic Acid → HCID 117600859, compound

Participants

Reaction Steps

(5-Amino-2-chloro-pyridin-4-yl)-phenyl-methanone (360 mg, 1.547 mmol), methylamine in THF (4.5 mL, 2 M, 9.00 mmol), p-toluene sulfonic acid in acetic acid (225 mg, 12%, 0.157 mmol) are stirred at room temperature in dichloromethane (15 mL). Sodium triacetoxyborohydride (1.92 g, 9.06 mmol) is added in three separate portions over 24 hours. The reaction mixture is quenched with saturated sodium carbonate solution and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate. The drying agent is removed by filtration. The solvent is removed in vacuo and the residue is purified by column chromatography on silica gel using a dichloromethane and methanol gradient. This provides the desired compound as a yellow solid.

Provenance & Evidence