Sodium Carbonate → tert-Butyl 4-[({5-[4-(methylsulfonyl)phenyl]pyrimidin-2-yl}oxy)methyl]piperidine-1-carboxylate

Participants

Reaction Steps

The title compound (0.51 g, 94%) was prepared as a white solid from [4-(methylsulfonyl)phenyl]boronic acid (0.30 g, 1.45 mmol), 1,1-dimethylethyl 4-{[(5-bromo-2-pyrimidinyl)oxy]methyl}-1-piperidinecarboxylate (0.45 g, 1.21 mmol), 2M Na2CO3 (7 mL) and Pd(PPh3)4 (15 mg, 0.013 mmol) in DME (7 mL) in a manner similar to Example 1, Step 1. 1H NMR (400 MHz, CD3OD): δ 8.92 (s, 2H), 8.06 (d, 2H, J=8.3 Hz), 7.92 (d, 2H, J=8.5 Hz), 4.33 (d, 2H, J=6.6 Hz), 4.20-4.10 (m, 2H), 3.15 (s, 3H), 2.90-2.70 (m, 2H), 2.15-2.00 (m, 1H), 1.90-1.80 (m, 2H), 1.45 (s, 9H), 1.35-1.25 (m, 2H); LRMS (ESI), m/z 448 (M+H).

Provenance & Evidence