Isoxazole-5-carbonyl chloride → N-[3-(3-{2-[(3-fluorophenyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-5-isoxazolecarboxamide

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Reaction Steps

In a manner analogous to Example 66, 91 mg of the title compound was synthesized from 100 mg (0.25 mmol) of 4-[2-(3-aminophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-fluorophenyl)-2-pyrimidinamine and 46 mg (0.353 mmol) of 5-isoxazolecarbonyl chloride a yellow solid: 1H NMR (d6-DMSO, 400 MHz) δ 6.59 (d, 1H, J=5.5 Hz), 6.72 (td, 1H, J=8.0 and 2.5 Hz), 7.14 (td, 1H, J=6.8 and 1.5 Hz), 7.21-7.29 (m, 2H), 7.37-7.53 (m, 4H), 7.78 (d, 1H, J=12.3 Hz), 7.93 (d, 1H, J=8.6 Hz), 8.09 (s, 1H), 8.32 (d, 1H, J=5.4 Hz), 8.49 (d, 1H, J=8.8 Hz), 8.81 (d, 1H, J=1.7 Hz), 8.86 (d, 1H, J=6.8 Hz), 9.81 (s, 1H), and 10.87 (s, 1H); HRMS calcd for C27H18FN7O2: 491.1506, found: 492.1583 (M+H+).

Provenance & Evidence