2-Bromo-4-(trifluoromethyl)pyridine → HCID 66997413, compound

Participants

Reaction Steps

The title compound was prepared by substituting tert-butyl methyl((S)-4-methyl-1-((3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylamino)-1-oxopentan-2-yl)carbamate from Example 619 Step 1 for (2S,4S)-tert-butyl 4-fluoro-2-((3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylcarbamoyl)pyrrolidine-1-carboxylate and 3-chloro-6-(trifluoromethyl)pyridazine for 2-bromo-4-(trifluoromethyl)pyridine in the procedure described in Example 637: 1H NMR (400 MHz, pyridine-d5) δ ppm 7.76 (s, 1H), 7.46 (d, J=9.4, 1H), 6.66 (d, J=9.4, 1H), 4.34-4.25 (m, 1H), 3.82 (d, J=3.9, 2H), 3.75-3.64 (m, 2H), 3.44 (dd, J=11.3, 4.7, 1H), 3.16 (dd, J=7.9, 5.8, 1H), 2.88-2.68 (m, 2H), 2.40 (s, 3H), 2.20-2.09 (m, 1H), 1.98 (dtd, J=13.1, 8.0, 5.0, 1H), 1.91-1.80 (m, 1H), 1.74-1.62 (m, 2H), 1.48 (dddd, J=15.8, 13.4, 7.9, 6.0, 2H), 0.94 (d, J=6.6, 3H), 0.90 (d, J=6.6, 3H); MS (ESI+) m/z 400 (M+H)+.

Provenance & Evidence