Sodium Carbonate → HCID 24748706, compound

Participants

Reaction Steps

The title compound (0.22 g, 40%) was prepared as a white solid from [4-(methylsulfonyl)phenyl]boronic acid (0.30 g, 1.46 mmol), 1,1-dimethylethyl 4-{[(6-chloro-3-pyridazinyl)oxy]methyl}-1-piperidinecarboxylate (0.40 g, 1.22 mmol), 2M Na2CO3 (7 mL) and Pd(PPh3)4 (15 mg, 0.01 mmol) in DME (7 mL) in a manner similar to Example 1, Step 1. 1H NMR (400 MHz, CD3OD): δ 8.25 (d, 2H, J=8.3 Hz), 8.16 (d, 1H, J=8.3 Hz), 8.09 (d, 2H, J=8.3 Hz), 7.30 (d, 1H, J=8.3 Hz), 4.42 (d, 2H, J=6.3 Hz), 4.15-4.05 (m, 2H), 3.17 (s, 3H), 2.90-2.75 (m, 2H), 2.20-2.05 (m, 1H), 1.90-1.80 (m, 2H), 1.46 (s, 9H), 1.35-1.25 (m, 2H); LRMS (ESI), m/z 448 (M+H).

Provenance & Evidence