(2,5-Difluorophenyl)boronic acid → 5-Amino-N-(1-cyclopropyl-5-(6,6-difluoro-1,4-diazepan-1-yl)-1H-pyrazol-4-yl)-2-(2,5-difluorophenyl)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 2,5-difluoro-phenylboronic acid was reacted to give 143 as a beige foam (60 mg, 42% over two steps). 1H NMR (400 MHz, CDCl3) δ 8.92 (s, 1H), 7.92-7.84 (m, 2H), 7.17-7.08 (m, 1H), 7.07-6.99 (m, 1H), 6.15 (s, 2H), 3.68 (t, J=13.2 Hz, 2H), 3.52-3.32 (m, 5H), 3.11 (t, J=5.4 Hz, 2H), 1.95 (s, 1H), 1.26-1.20 (m, 2H), 1.08-1.00 (m, 2H). LCMS (ES+) m/z 496 (M+1).

Provenance & Evidence