Sodium Carbonate → HCID 66673173, compound

Participants

Reaction Steps

1-Methylethyl-4-{[(6-{4-[(ethyloxy)carbonyl]phenyl}-3-pyridinyl)oxy]methyl}-1-piperidinecarboxylate was prepared as an off-white solid from 1-methylethyl 4-{[(6-bromo-3-pyridinyl)oxy]methyl}-1-piperidinecarboxylate (prepared as in Example 81, Step 1, 0.13 g, 0.67 mmol), {4-[(ethyloxy)carbonyl]phenyl}boronic acid (0.30 g, 0.84 mmol), 2M Na2CO3 (10 mL) and Pd(PPh3)4 (0.01 g, 0.01 mmol) in DME (10 mL) in a manner similar to Example 1, Step 1. 1H NMR (400 MHz, CDCl3): δ 8.39 (d, 1H, J=2.7 Hz), 8.11 (d, 2H, J=8.6 Hz), 7.98 (d, 2H, J=8.6 Hz), 7.72 (d, 1H, J=8.8 Hz), 7.31-7.26 (m, 1H), 4.94-4.87 (m, 1H), 4.38 (q, 2H, J=7.1 Hz), 4.28-4.16 (m, 2H), 3.89 (d, 2H, J=6.4 Hz), 2.82-2.72 (m, 2H), 2.06-1.94 (m, 1H), 1.87-1.80 (m, 4H), 1.39 (t, 3H, J=7.1 Hz), 1.23 (d, 6H, J=6.4 Hz); LRMS (ESI), m/z 427 (M+H).

Provenance & Evidence