5-((Tert-butoxycarbonyl)amino)-2-(2,5-difluorophenyl)thiazole-4-carboxylic acid → 5-amino-N-[5-(4-amino-5-methoxy-azepan-1-yl)-1-methyl-pyrazol-4-yl]-2-(2,5-difluorophenyl)thiazole-4-carboxamide

Participants

Reaction Steps

Following the procedure Example 101, reacting tert-butyl ((4R,5R)-1-(4-amino-1-methyl-1H-pyrazol-5-yl)-5-methoxyazepan-4-yl)carbamate and 5-((tert-butoxycarbonyl)amino)-2-(2,5-difluorophenyl)thiazole-4-carboxylic acid gave 326 (64.2 mg, 33.6% over two steps). 1H NMR (400 MHz, DMSO) δ 9.08 (s, 1H), 8.22-8.10 (m, 1H), 7.46 (d, J=9.7 Hz, 2H), 7.45-7.35 (m, 2H), 7.34-7.18 (m, 1H), 3.64 (s, 3H), 3.23 (d, J=12.0 Hz, 4H), 3.21-2.89 (m, 6H), 2.10-1.97 (m, 1H), 1.89-1.79 (m, 1H), 1.78-1.53 (m, 2H). LCMS (ES+) m/z 478 (M+1)

Provenance & Evidence