2,3,5-Trifluorophenylboronic Acid → N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(2,3,5-trifluorophenyl)thiazole-4-carboxamide

Participants

Reaction Steps

Following the procedure for Example 101 starting from tert-butyl ((3S,4R,7S)-7-(4-(2-bromothiazole-4-carboxamido)-1-methyl-1H-pyrazol-5-yl)-3-fluorooxepan-4-yl)carbamate (Intermediate 99), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (2,3,5-trifluorophenyl)boronic acid gave 236. 1H NMR (400 MHz, DMSO-d6) δ 9.92 (s, 1H), 8.63 (s, 1H), 8.14-8.04 (m, 1H), 7.83-7.71 (m, 2H), 4.85 (dd, J=10.7, 3.5 Hz, 1H), 4.71-4.46 (m, 1H), 4.36-4.22 (m, 1H), 4.20-3.94 (m, 1H), 3.81 (s, 3H), 3.45-3.31 (m, 1H), 2.16-2.07 (m, 1H), 1.98-1.76 (m, 3H). LCMS (ES+) m/z 470 (M+1).

Provenance & Evidence