Sodium Carbonate → 5-Bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine

Participants

Reaction Steps

--Quantities: 5-bromo-2-iodopyrimidine 2 (4.33 g, 15.2 mmol), 4-benzyloxyphenylboronic acid 25 (3.81 g, 16.7 mmol), tetrakis(triphenylphosphine)palladium (351 mg, 0.30 mmol), 2M sodium carbonate (50 ml), DME (50 ml). The experimental procedure was as described for compound 4 to yield the benzyloxyphenylpyrimidine 26 (4.12 g, 79%) (from EtOH), m.p. 155° C.; νmax /cm-1 (KBr) 3200, 1600, 1550, 1520, 1410, 1325, 1250, 1165, 1040, 1025, 1010 and 840; δ 5.14 (2H, s, OCH2), 7.06 (2H, d, J 9, 3'- and 5'-H), 7.30-7.48 (5H, m, PhH), 8.35 (2H, d, J 9, 2'-and 6'-H) and 8.77 (2H, s, 4- and 6-H); m/z 342 (M+), 340 (M+), 249, 221, 196, 142, 115 and 91.

Provenance & Evidence