Diisopropylethylamine → HCID 66673582, compound

Participants

Reaction Steps

1-Methylethyl 4-{[(4-bromophenyl)amino]carbonyl}-1-piperidinecarboxylate (1.86 g, 54%) was prepared as a white solid from TBTU (4.48 g, 13.95 mmol), diisopropylethylamine (2.43 mL, 13.95 mmol), 1-{[(1-methylethyl)oxy]carbonyl}-4-piperidinecarboxylic acid (2 g, 9.3 mmol), DMF (25 mL) and 6-bromo-3-pyridinamine (1.77 g, 10.23 mmol) in a manner similar to Example 172, Step 1. 1H NMR (400 MHz, CDCl3): δ 8.32 (d, 1H, J=2.7 Hz), 8.07 (dd, 1H, Ja=8.7 Hz, Jb=2.7 Hz), 7.42 (d, 1H, J=8.7 Hz), 7.37 (bs, 1H), 4.90 (septet, 1H, J=6.3 Hz), 4.21 (dd, 2H, Ja=2.4 Hz, Jb=1.4 Hz), 2.87-2.73 (m, 2H), 2.47-2.35 (m, 1H), 1.89 (d, 2H, J=11.9 Hz), 1.80-1.66 (m, 2H), 1.22 (d, 6H, J=6.2 Hz); LRMS (ESI), m/z 370/372 (M+H).

Provenance & Evidence