Sodium Carbonate → 2-(3',4'-Difluorophenyl)-5-bromopyrimidine

Participants

Reaction Steps

--Quantities: 5-bromo-2-iodopyrimidine (2 (3.84 g, 14.9 mmol), 3,4-difluorophenylboronic acid (3.06 g, 19.4 mmol), tetrakis(triphenylphosphine)palladium (344 mg, 0.30 mmol), DME (50 ml), aqueous 2M sodium carbonate (50 ml). The experimental procedure was as described for compound 4. The crude product was purified by flash chromatography (5% ethyl acetate-light petroleum) to give the difluorophenylpyrimidine 12 (3.97 g, 75%) (from MeOH), m.p. 148° C.; νmax /cm-1 1610, 1530, 1435s, 1330, 1270, 790 and 780; δ7.26 (1H, m, 5'-H), 8.17-8.30 (2H, m, 2' and 6'-H) and 8.82 (2H, s, 4- and 6-H); m/z 272 (M+), 270 (M+), 164 and 139.

Provenance & Evidence