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

Participants

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-fluoro-5-methylphenyl)boronic acid gave 264. 1H NMR (400 MHz, DMSO-d6) δ 9.64 (s, 1H), 7.92-7.82 (m, 2H), 7.44 (br, 2H), 7.29-7.19 (m, 2H), 5.12 (t, J=5.4 Hz, 1H), 3.97-3.88 (m, 2H), 3.71 (s, 3H), 3.53-3.44 (m, 1H), 3.34-3.23 (m, 1H), 3.04 (s, 3H), 2.37 (s, 3H), 1.78-1.50 (m, 4H). LCMS (ES+) m/z 475 (M+1).

Provenance & Evidence