Formic Acid → (S)-N2-(1-phenylethyl)pyrazine-2,3-diamine

Participants

Reaction Steps

(S)—N2-(1-Phenylethyl)pyrazine-2,3-diamine. The title compound was prepared by dissolving (S)-6-bromo-N2-(1-phenylethyl)pyrazine-2,3-diamine (1.00 g, 3.37 mmol) in neat formic acid (15 mL), and adding 10% Pd/C (0.34 mmol). This solution was purged with hydrogen gas at 1 atm., and stirred for 4 hours at room temperature. Upon completion, the reaction was filtered through celite and concentrated. The crude material was purified using silica gel chromatography (0-10% methanol in dichloromethane). Clean fractions were combined and condensed to afford 0.47 g (2.19 mmol, 65%) of (S)—N2-(1-phenylethyl)pyrazine-2,3-diamine. MS (ESI) m/z 215.4 [M+1]+.

Provenance & Evidence