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

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Reaction Steps

Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6R)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 88), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (2,3,5-trifluorophenyl)boronic acid gave 261. 1H NMR (400 MHz, DMSO-d6) δ 9.52 (s, 1H), 7.80 (d, J=9.1 Hz, 1H), 7.67 (s, 1H), 7.60 (d, J=9.5 Hz, 3H), 5.05-4.71 (m, 2H), 4.20-3.90 (m, 2H), 3.77 (s, 3H), 3.31-3.26 (m, 1H), 2.19-2.09 (m, 1H), 1.91-1.78 (m, 2H), 1.69-1.64 (m, 1H). LCMS (ES+) m/z 485 (M+1).

Provenance & Evidence