2-Butanone, 3-bromo- → HCID 16743932, compound

Participants

Reaction Conditions

Reaction Steps

The thiourea (28 mg, 0.064 mmol) in ethanol (0.3 mL) in a two drum vial was added 3-bromobutan-2-one (28 mg, 0.18 mmol). The vial was heated in a shaker at 90° C. for 1 hour. The reaction was concentrated and crude mixture was purified by prep HPLC to give the (S)-N-(1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)4,5-dimethylthiazol-2-amine as a white solid (31 mg, 99% yield). LCMS: 3.63 min [M+1] 498.34 (4 min gradient, MeOH/H2O 0.1% TFA); 1H NMR (400 MHz, CDCl3) δ ppm 2.06 (s, 3H), 2.22 (s, 3H), 3.62-3.73 (m, 1H), 3.74-3.85 (m, 1H), 6.57 (d, J=7.58 Hz, 2H), 7.06-7.16 (m, 4H), 7.17-7.23 (m, 2H), 7.24-7.31 (m, 1H), 7.39 (dd, J=8.59, 5.05 Hz, 2H) 11.25(s, 1H).

Provenance & Evidence