Isopropyl chloroformate → HCID 24994031, compound

Participants

Reaction Steps

The title compound (83 mg, 92%) was prepared as a white solid from 4-({[3-fluoro-4′-(methylsulfonyl)-4-biphenylyl]oxy}methyl)piperidine hydrochloride (80 mg, 0.20 mmol), diisopropylethylamine (0.11 mL, 0.60 mmol), isopropyl chloroformate (1.0M in toluene, 0.22 mL, 0.22 mmol) and dichloromethane (6 mL) in a manner similar to Example 66, Step 2. 1H NMR (400 MHz, CDCl3): δ 7.98 (d, 2H, J=8.3 Hz), 7.70 (d, 2H, J=8.3 Hz), 7.40-7.25 (m, 2H), 7.10-7.00 (m, 1H), 4.92 (septet, 1H, J=6.2 Hz), 4.22 (bs, 2H), 3.92 (d, 2H, J=6.4 Hz), 3.08 (s, 3H), 2.85-2.70 (m, 2H), 2.15-2.00 (m, 1H), 1.95-1.80 (m, 2H), 1.35-1.20 (m, 8H); LRMS (ESI), m/z 450 (M+H).

Provenance & Evidence