2-Bromo-5-(trifluoromethyl)pyridine → HCID 66997514, compound

Participants

Reaction Steps

The title compound was prepared by substituting tert-butyl methyl((S)-4-methyl-1-((3aS,4R,6aR)-octahydrocyclopenta[c]pyrrol-4-ylamino)-1-oxopentan-2-yl)carbamate from Example 349 for (2S,4S)-tert-butyl 4-fluoro-2-((3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylcarbamoyl)pyrrolidine-1-carboxylate and 2-bromo-5-(trifluoromethyl)pyridine for 2-bromo-4-(trifluoromethyl)pyridine in the procedure described in Example 637: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.62 (dd, J=1.6, 0.7, 1H), 8.37 (d, J=7.5, 1H), 7.67 (dd, J=8.9, 2.5, 1H), 6.39 (d, J=8.9, 1H), 4.51-4.38 (m, 1H), 3.83 (d, J=9.7, 1H), 3.74-3.64 (m, 1H), 3.63-3.53 (m, 1H), 3.37-3.29 (m, 1H), 3.24 (dd, J=8.3, 5.8, 1H), 2.82-2.68 (m, 2H), 2.45 (s, 3H), 2.23-2.13 (m, 1H), 2.12-1.99 (bs, 1H), 2.00-1.87 (m, 2H), 1.79-1.67 (m, 2H), 1.67-1.57 (m, 1H), 1.42 (dtd, J=13.2, 8.0, 5.1, 1H), 0.93 (d, J=6.6, 3H), 0.87 (d, J=6.6, 3H); MS (ESI+) m/z 399 (M+H)+.

Provenance & Evidence