Dimethylamine → HCID 86617474, compound

Participants

Reaction Steps

To a solution of [1-(4-fluorobenzyl)-4-(benzyloxycarbonyl)-6-oxo-piperazin-2-yl]acetic acid (0.8 g, 2.0 mmol) in THF (30 mL) was added benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (2.07 g, 4.68 mmol) and dimethylamine (2.0 M in THF, 2.34 mL, 4.68 mmol). The reaction was stirred overnight. The reaction mixture was then diluted with dichloromethane, washed with aqueous hydrochloric acid, brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography with silica gel using hexanes and ethyl acetate as eluents to give the title compound. 1H NMR (400 MHz, CDCl3) δ 7.23-7.38 (m, 7H), 7.01 (t, J=8.6 Hz, 2H), 5.0-5.24 (m, 3H), 4.45-4.60 (m, 1H), 3.88-4.26 (m, 4H), 3.02-3.20 (m, 1H), 2.62-2.95 (m, 6H), 2.42-2.62 (m, 1H), 2.24 (d, J=15.8 Hz, 1H).

Provenance & Evidence