(2,5-Difluorophenyl)boronic acid → N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-6-(2,5-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 (2,5-difluorophenyl)boronic acid gave 222. 1H NMR (400 MHz, DMSO-d6) δ 10.17 (s, 1H), 8.21 (dd, J=8.6, 3.7 Hz, 1H), 8.09 (dd, J=11.0, 8.6 Hz, 1H), 7.85-7.75 (m, 3H), 7.43 (tt, J=9.2, 2.4 Hz, 1H), 4.83 (dd, J=10.3, 3.8 Hz, 1H), 4.46-4.21 (m, 1H), 4.20-3.89 (m, 2H), 3.80 (s, 3H), 3.18-3.04 (m, 1H), 2.16-2.04 (m, 1H), 1.94-1.79 (m, 1H), 1.75-1.55 (m, 4H). LCMS (ES+) m/z 464 (M+1).

Provenance & Evidence