4-(Trifluoromethyl)phenylboronic acid → 1-Benzhydryl-5-[4-(trifluoromethyl)phenyl]pyrimidine-2,4-dione

Participants

Reaction Steps

The title compound was obtained according to the procedure described for the synthesis of Example 14 (Step 2), starting from 1-benzhydryl-5-iodo-pyrimidine-2,4-dione (0.33 g, 0.82 mmol) and 4-(trifluoromethyl)phenylboronic acid (0.23 g, 1.22 mmol). The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 70:30) to afford the title compound (0.15 g, 45%) as a white powder. 1H NMR (400 MHz, DMSO-d6) δ 6.99 (s, 1H), 7.27-7.33 (m, 4H), 7.35-7.46 (m, 6H), 7.47 (s, 1H), 7.55-7.63 (m, 2H), 7.65-7.73 (m, 2H), 11.78 (s, 1H). MS (ESI) m/z: 371 [M-H]−. MS (ESI) m/z: 373 [M-H]+, 390 [M-NH4]+.

Provenance & Evidence