Hydrochloric Acid → N-{3-[6-methyl-3-(2-{[3-(1-pyrrolidinylmethyl)phenyl]amino}-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide

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Reaction Steps

N-{3-[3-(2-Chloro-4-pyrimidinyl)-6-methylpyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide (60 mg, 0.13 mmol), [4-(4-acetyl-1-piperazinyl)phenyl]amine (35 mg, 0.16 mmol), and 4N HCl in dioxane (0.04 mL) were combined in i-PrOH (3 mL) and microwaved for 10 min. at 180° C. to afford the title compound as a yellow solid (42 mg, 50%). 1H NMR (400 MHz, DMSO-d6) δ 10.31 (s, 1H), 9.27 (s, 1H), 8.63 (s, 1H), 8.15 (d, J=5.1 Hz, 1H), 7.83 (s, 1H), 7.71 (d, J=7.6 Hz, 1H), 7.50 (d, J=9.0 Hz, 2H), 7.40-7.35 (m, 2H), 7.30 (d, J=9.8 Hz, 1H), 7.21 (d, J=7.7 Hz, 1H), 6.95-6.93 (m, 2H), 6.84 (d, J=8.7 Hz, 2H), 6.41 (d, J=5.0 Hz, 2H), 3.84 (s, 2H), 3.56-3.52 (m, 4H), 3.03 (t, J=4.6 Hz, 2H), 2.96 (t, J=4.7 Hz, 2H), 2.34 (s, 3H), 2.01 (s, 3H). ES-LC/MS m/z=643 [M+H]+.

Provenance & Evidence