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

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Reaction Steps

Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6S)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 95), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (1,5-dimethyl-1H-pyrazol-4-yl)boronic acid gave 257. 1H NMR (400 MHz, DMSO-d6) δ 9.01 (s, 1H), 7.80 (s, 1H), 7.72 (s, 1H), 7.25 (s, 2H), 4.79 (dd, J=10.7, 3.6 Hz, 1H), 4.41 (ddd, J=49.5, 4.9, 2.7 Hz, 1H), 4.26-3.94 (m, 2H), 3.76 (d, J=5.4 Hz, 6H), 3.30-3.16 (m, 1H), 2.52 (s, 3H), 2.04 (dq, J=11.8, 4.1 Hz, 1H), 1.81 (dd, J=13.6, 10.0 Hz, 1H), 1.73-1.64 (m, 2H). LCMS (ES+) m/z 449 (M+1).

Provenance & Evidence