Phosphorus oxychloride → HCID 21906820, compound

Participants

Reaction Steps

Then, 4-chloro-6-(4-(2-isopropyl-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyrimidine 47 was prepared as follows. Compound 46 (1.40 g, 3.59 mmol) was treated with POCl3 (30 mL) at 60° C. for an hour. The reaction mixture was concentrated on a rotor-vapor, and the residue was treated with crushed ice (10 g). Water (50 mL) was added. The aqueous solution was then extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine (3×50 mL), dried over MgSO4, filtered and concentrated. The crude product was purified by chromatography to give a brown oil 47 (0.74 g, 51%). 1H-NMR (CDCl3, 400 MHz) δ 1.19 (d, J=6.7 Hz, 6H), 3.50 (heptet, J=6.8 Hz, 1H), 6.89 (d, J=8.5 Hz, 1H), 7.24-7.28 (m, 1H), 7.46-7.50 (m, 2H), 7.54 (d, J=7.6 Hz, 1H), 7.68 (s, 1H), 7.93 (d, J=8.4 Hz, 1H), 8.38 (s, 1H), 9.00(s, 1H), MS (DCI) m/z 409, 411 (M+H)+.

Provenance & Evidence