Morpholine → HCID 10298898, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-[7-chloro-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine (75 mg, 0.18 mmol) and morpholine (5 mL, 57 mmol) was heated at 120° C. for 4 hours, then cooled and concentrated. Flash chromatography (3:1 to 1:3 hexanes-ethyl acetate) afforded N-cyclopentyl-4-[2-(4-methoxyphenyl)-7-(4-morpholinyl)pyrazolo[1,5-a]pyridin-3-yl]-2-pyrimidinamine (72 mg, 86%) as a yellow solid. 1H NMR (CDCl3): δ 8.14 (d, 1 H), 7.93 (broad, 1 H), 7.58 (d, 2 H), 7.33 (t, 1 H), 6.97 (d, 2 H), 6.35 (m, 2 H), 4.38 (m, 1 H), 3.99 (m, 4 H), 3.87 (s, 3 H), 3.50 (m, 4 H), 2.08 (m, 2 H), 1.79–1.54 (m, 6 H); MS m/z 471 (M+1).

Provenance & Evidence