Chloroacetaldehyde → HCID 86645972, compound

Participants

Reaction Steps

The acid was obtained following the same procedure described for (2R)-2-(4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]amino}phenyl)propanoic acid and starting from methyl (2R)-2-[4-(carbamothioylamino)phenyl]propanoate (2.0 g, 8.40 mmol) and chloroacetaldehyde (50 wt. % in H2O, 0.54 ml, 8.40 mmol). The following acid hydrolysis afforded the pure (2R)-2-{4-[(1,3-thiazol-2-yl)amino]phenyl}propanoic acid (1.47 g, 5.62 mmol) as pale yellow oil (55%). 1H-NMR (CDCl3): δ 8.30 (bs, 1H, NH), 8.10 (d, 1H, J=2.5 Hz), 7.50 (d, 1H, J=2.5 Hz) 7.40 (d, 2H, J=7 Hz), 7.20 (d, 2H, J=7 Hz), 3.75 (q, 1H, J=7 Hz), 1.50 (d, 3H, J=7 Hz),

Provenance & Evidence