Ammonia → HCID 71539608, compound

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Reaction Steps

A mixture of tert-butyl (3R,5S)-1-(4-(5-(tert-butoxycarbonylamino)-2-(2,6-difluorophenyl)thiazole-4-carboxamido)-1-methyl-1H-pyrazol-5-yl)-5-fluoropiperidin-3-ylcarbamate (200 mg, 0.31 mmol) in HCl/MeOH (10 mL) was stirred at ambient temperature for 20 hours and concentrated under reduced pressure to give a residue. The residue was diluted with MeOH (10 mL), neutralized with 28% ammonia solution, and concentrated to give a crude product. The crude product was purified by preparative HPLC to afford 184 as pale solid (138 mg, 99%). 1H NMR (500 MHz, CD3OD) δ (ppm): 7.60 (s, 1H), 7.50-7.45 (m, 1H), 7.14-7.11 (m, 2H), 5.36-5.23 (m, 1H), 3.84-3.74 (m, 4H), 3.63-3.49 (m, 2H), 2.72-2.62 (m, 2H), 2.54-5.41 (m, 1H), 2.16-2.05 (m, 1H); MS (ESI) m/z: 452 [M+H+].

Provenance & Evidence