2-Bromo-4-(trifluoromethyl)pyridine → HCID 66997214, compound

Participants

Reaction Steps

The title compound was prepared by substituting tert-butyl methyl{(2S)-3-methyl-1-[(3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylamino]-1-oxobutan-2-yl}carbamate from Example 733 for (2S,4S)-tert-butyl 4-fluoro-2-((3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylcarbamoyl)pyrrolidine-1-carboxylate and 2-bromo-6-(trifluoromethyl)pyridine for 2-bromo-4-(trifluoromethyl)pyridine in the procedure described in Example 637: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.28 (d, J=7.4, 1H), 7.53-7.46 (m, 1H), 6.98 (t, J=6.4, 1H), 6.52 (d, J=8.6, 1H), 4.47-4.36 (m, 1H), 3.72 (dd, J=10.9, 2.9, 1H), 3.65-3.58 (m, 1H), 3.53 (dd, J=10.8, 8.0, 1H), 3.29 (dd, J=11.0, 3.6, 1H), 2.93 (d, J=5.8, 1H), 2.73 (t, J=5.7, 2H), 2.42 (s, 3H), 2.18-2.09 (m, 2H), 1.97-1.88 (m, 1H), 1.67 (dq, J=12.8, 8.0, 1H), 1.38 (dtd, J=12.9, 7.9, 4.9, 1H), 1.07 (dd, J=6.8, 2.2, 6H); MS (ESI+) m/z 385 (M+H)+.

Provenance & Evidence