2,3,5-Trifluorophenylboronic Acid → 5-amino-N-(5-((2S,5R,6R)-5-amino-6-methoxyoxepan-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-methoxy-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 98), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (2,3,5-trifluorophenyl)boronic acid gave 263. 1H NMR (400 MHz, DMSO-d6) δ 9.51 (s, 1H), 7.88-7.79 (m, 1H), 7.68-7.54 (m, 4H), 4.96 (dd, J=8.7, 3.5 Hz, 1H), 4.06 (dd, J=13.1, 4.2 Hz, 1H), 3.92 (dd, J=13.2, 6.0 Hz, 1H), 3.77 (s, 3H), 3.70-3.64 (m, 1H), 3.46-3.41 (m, 1H), 3.27 (s, 3H), 2.18-2.10 (m, 1H), 1.94-1.82 (m, 2H), 1.75-1.67 (m, 1H). LCMS (ES+) m/z 497 (M+1).

Provenance & Evidence