Ammonia → HCID 71539494, compound

Participants

Reaction Steps

A mixture of tert-butyl (3R,5R)-1-(4-(5-(tert-butoxycarbonylamino)-2-(2,6-difluorophenyl)-thiazole-4-carboxamido)-1-methyl-1H-pyrazol-5-yl)-5-fluoropiperidin-3-ylcarbamate (150 mg, 0.23 mmol) in HCl/MeOH (10 mL) was stirred at ambient temperature for 20 hours and concentrated under reduced pressure to afford 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 give 159 as pale solid (77 mg, 74%). 1H NMR (500 MHz, CD3OD) δ (ppm): 7.74 (s, 1H), 7.48-7.42 (m, 1H), 7.14-7.11 (m, 2H), 5.36-5.24 (m, 1H), 4.00-3.94 (m, 1H), 3.83-3.72 (m, 4H), 3.42-3.37 (m, 1H), 2.74-2.62 (m, 2H), 2.50-5.42 (m, 1H), 2.02-1.88 (m, 1H); MS (ESI) m/z: 452 [M+H+].

Provenance & Evidence