5-((Tert-butoxycarbonyl)amino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid → (R)-5-Amino-2-(2,6-difluorophenyl)-N-(5-(2-ethylpiperazin-1-yl)-1-methyl-1H-pyrazol-4-yl)thiazole-4-carboxamide

Participants

Reaction Steps

Following the procedure for Example 112, reacting (R)-tert-butyl 4-(4-amino-1-methyl-1H-pyrazol-5-yl)-3-ethylpiperazine-1-carboxylate and 5-(tert-butoxycarbonylamino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid from Example 25 gave 114 as a white solid (30 mg, 21% over two steps). 1H NMR (400 MHz, CDCl3) δ 8.68 (s, 1H), 7.91 (s, 1H), 7.36-7.27 (m, 1H), 7.02 (t, J=8.9 Hz, 2H), 6.24 (s, 2H), 3.76 (s, 3H), 3.25-3.15 (m, 2H), 3.11-2.90 (m, 4H), 2.58 (t, J=5.5 Hz, 1H), 1.41-1.31 (m, 1H), 1.28-1.14 (m, 1H), 0.79 (t, J=7.5 Hz, 3H). Alkyl NH not observed. LCMS (ES+) m/z 448 (M+1).

Provenance & Evidence