2-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → 5-amino-N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(2-(trifluoromethoxy)phenyl)thiazole-4-carboxamide

Participants

Reaction Steps

Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6S)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 95), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (2-(trifluoromethoxy)phenyl)boronic acid gave 157. 1H NMR (400 MHz, DMSO-d6) δ 9.33 (s, 1H), 8.40 (dd, J=7.9, 2.3 Hz, 1H), 7.84 (s, 1H), 7.54-7.44 (m, 5H), 4.89-4.80 (m, 1H), 4.69-4.53 (m, 1H), 4.41-4.28 (m, 1H), 4.21-4.02 (m, 1H), 3.77 (s, 3H), 3.48-3.38 (m, 1H), 2.13-2.02 (m, 1H), 1.91-1.72 (m, 3H). LCMS (ES+) m/z 515 (M+1).

Provenance & Evidence