(2-Fluoro-6-methylphenyl)boronic acid → 5-amino-N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(2-fluoro-6-methylphenyl)thiazole-4-carboxamide

Participants

Reaction Steps

Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6S)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 95), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (2-fluoro-6-methylphenyl)boronic acid gave 330. 1H NMR (400 MHz, DMSO-d6) δ 9.13 (s, 1H), 7.72 (s, 1H), 7.43-7.32 (m, 3H), 7.21-7.11 (m, 2H), 4.74 (dd, J=11.0, 3.6 Hz, 1H), 4.40-4.17 (m, 2H), 4.16-4.03 (m, 1H), 4.03-3.85 (m, 1H), 3.76 (s, 3H), 3.20-3.09 (m, 1H), 2.46 (s, 3H), 2.06-1.97 (m, 1H), 1.89-1.77 (m, 1H), 1.70-1.58 (m, 3H). LCMS (ES+) m/z 463 (M+1).

Provenance & Evidence