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

Participants

Reaction Steps

Following the procedure for Example 101 starting from tert-butyl ((3R,4R,7S)-7-(4-(2-bromothiazole-4-carboxamido)-1-methyl-1H-pyrazol-5-yl)-3-fluorooxepan-4-yl)carbamate (Intermediate 100), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (2,3,6-trifluorophenyl)boronic acid gave 230. 1H NMR (400 MHz, DMSO-d6) δ 10.00 (s, 1H), 8.68 (s, 1H), 7.85 (s, 1H), 7.75 (qd, J=9.4, 4.9 Hz, 1H), 7.43 (tdd, J=9.7, 4.0, 2.1 Hz, 1H), 5.09-4.78 (m, 2H), 4.19-3.91 (m, 2H), 3.75 (s, 3H), 3.44-3.30 (m, 1H), 2.24-2.12 (m, 1H), 1.93-1.65 (m, 3H). LCMS (ES+) m/z 470 (M+1).

Provenance & Evidence