(2,3-Difluorophenyl)boronic acid → N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-6-(2,3-difluorophenyl)-5-fluoropicolinamide

Participants

Reaction Steps

Following the procedure for Example 101 starting from tert-butyl ((3S,4R,7S)-7-(4-(6-bromo-5-fluoropicolinamido)-1-methyl-1H-pyrazol-5-yl)-3-fluorooxepan-4-yl)carbamate (Intermediate 103), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (2,3-difluorophenyl)boronic acid gave 223. 1H NMR (400 MHz, DMSO-d6) δ 10.17 (s, 1H), 8.27 (dd, J=8.7, 3.9 Hz, 1H), 8.12 (t, J=9.1 Hz, 1H), 7.90 (s, 1H), 7.69-7.52 (m, 2H), 7.47-7.37 (m, 1H), 4.84 (dd, J=10.3, 3.7 Hz, 1H), 4.39-4.16 (m, 1H), 4.12-3.86 (m, 2H), 3.76 (s, 3H), 3.15-3.02 (m, 1H), 2.12-2.01 (m, 1H), 1.84-1.70 (m, 1H), 1.70-1.56 (m, 4H). LCMS (ES+) m/z 464 (M+1).

Provenance & Evidence