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

Participants

Reaction Steps

Following the procedure for Example 101 starting from tert-butyl ((3S,4R,7S)-7-(4-(2-bromothiazole-4-carboxamido)-1-methyl-1H-pyrazol-5-yl)-3-fluorooxepan-4-yl)carbamate (Intermediate 99), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (3-fluoropyridin-4-yl)boronic acid gave 240. 1H NMR (400 MHz, DMSO-d6) δ 10.09 (s, 1H), 8.87 (d, J=2.4 Hz, 1H), 8.73-8.64 (m, 2H), 8.23 (dd, J=6.4, 5.0 Hz, 1H), 7.78 (s, 1H), 5.04-4.77 (m, 2H), 4.25-4.09 (m, 1H), 4.06-3.92 (m, 1H), 3.78 (s, 3H), 3.27-3.20 (m, 1H), 2.19-2.08 (m, 1H), 1.91-1.76 (m, 3H), 1.69-1.59 (m, 1H). LCMS (ES+) m/z 435 (M+1).

Provenance & Evidence