5-((Tert-butoxycarbonyl)amino)-2-(2-fluoro-5-methylphenyl)thiazole-4-carboxylic acid → 5-amino-N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(2-fluoro-5-methylphenyl)thiazole-4-carboxamide

Participants

Reaction Steps

Following the procedure for Example 111 starting from tert-butyl ((3S,4R,7S)-3-fluoro-7-(1-methyl-4-nitro-1H-pyrazol-5-yl)oxepan-4-yl)carbamate (Intermediate 80), and replacing 5-((tert-butoxycarbonyl)amino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid with 5-((tert-butoxycarbonyl)amino)-2-(2-fluoro-5-methylphenyl)thiazole-4-carboxylic acid (Intermediate 133) gave 292. 1H NMR (400 MHz, DMSO-d6) δ 9.29 (s, 1H), 8.03 (d, J=7.1 Hz, 1H), 7.82 (s, 1H), 7.44 (s, 2H), 7.26-7.17 (m, 2H), 4.86 (dd, J=10.2, 3.8 Hz, 1H), 4.54-4.36 (m, 1H), 4.34-4.18 (m, 1H), 4.15-3.96 (m, 1H), 3.77 (s, 3H), 2.35 (s, 3H), 2.14-2.03 (m, 1H), 1.88-1.65 (m, 4H). LCMS (ES+) m/z 463 (M+1).

Provenance & Evidence