Hydrochloric Acid → HCID 68605074, compound

Participants

Reaction Steps

To a stirred solution of N-[(3,5-difluorophenyl)acetyl]-L-serine methyl ester (4a) in THF (13 mL) was added 1M aqueous lithium hydroxide (13.2 mL) and the mixture stirred at RT for 40H. Brine (50 mL) was added, the aqueous layer made acidic to pH 1 with 1N hydrochloric acid (˜15 mL), and the aqueous layer extracted with 10% Methanol/CHCl3 (2×). The organic phase was collected, dried, filtered and the solvent removed in vacuo to afford the title compound (112 mg, 54%). This material was used without further purification. 1H NMR (300 MHz, d6-DMSO) δ3.57 (d, 2H), 3.7 (m, 1H), 4.27, (m, 1H), 5.03 (bs, 1H), 7.00 (d, 2H), 7.09 (t, 1H), 8.38, (d, 1H). 12.6, (bs, 1H). MS APCI, m/z=274 (M+1). LC/MS: 1.0 min.

Provenance & Evidence