Ethyl dichloroacetate → HCID 86300700, compound

Participants

Reaction Steps

To a solution of (1R,2S)-2-amino-3-fluoro-1-(4-(S-methylsulfonimidoyl)phenyl)propan-1-ol (76 mg, 0.308 mmol) Methanol (5 mL) is added TEA (0.047 mL, 0.462 mmol) followed by addition of ethyldichloroacetate (0.048 mL, 0.308 mmol) The resulting reaction mixture is stirred at room temperature for 16 h. Solvent is evaporated in vacuo to get crude which is purified by combi-flash chromatography using 0.6% MeOH in DCM as an eluent to get 40 mg of the compound which is re-purified by prep HPLC to afford title compound (25 mg) white solid. 1H-NMR (400 MHz, DMSO) δ: 3.0 (s, 3H), 4.19-4.25 (m, 2H), 4.28-4.32 (m, 0.5H), 4.40-4.44 (m, 0.5H), 4.56-4.59 (m, 0.5H), 4.67-4.71 (m, 0.5H), 4.96 (bs, 1H), 6.12 (d, 1H, J=3.6 Hz), 6.47 (d, 1H, J=1.88 Hz), 7.56 (d, 2H, J=8.28 Hz), 7.54 (d, 2H, J=8.28 Hz), 8.82 (d, 1H, J=8.28 Hz). LC-MS (m/z): M+H=357.0.

Provenance & Evidence