2-Fluoro-5-methylbenzeneboronic acid → 5-Amino-N-(1-cyclopropyl-5-(6,6-difluoro-1,4-diazepan-1-yl)-1H-pyrazol-4-yl)-2-(2-fluoro-5-methylphenyl)thiazole-4-carboxamide

Participants

Reaction Steps

Following the procedure for Example 105, tert-butyl 4-(4-(2-bromo-5-(tert-butoxycarbonylamino)thiazole-4-carboxamido)-1-cyclopropyl-1H-pyrazol-5-yl)-6,6-difluoro-1,4-diazepane-1-carboxylate and 2-fluoro-5-methylphenylboronic acid was reacted to give 144 as a beige foam (75 mg, 53% over two steps). 1H NMR (400 MHz, CDCl3) δ 8.99 (s, 1H), 7.92 (dd, J=7.2, 2.2 Hz, 1H), 7.84-7.79 (m, 1H), 7.16-7.11 (m, 1H), 7.10-7.00 (m, 1H), 6.09 (s, 2H), 3.69 (t, J=13.3 Hz, 2H), 3.51-3.35 (m, 5H), 3.09 (t, J=5.5 Hz, 2H), 2.39 (s, 3H), 2.05-1.80 (m, 1H), 1.29-1.19 (m, 2H), 1.09-0.98 (m, 2H). LCMS (ES+) m/z 492 (M+1).

Provenance & Evidence