2-Methoxyethylamine → HCID 10139327, 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 2-methoxyethylamine (5 mL, 58 mmol) was heated at 90° C. for 72 hours, then cooled and concentrated. Flash chromatography (1:1 to 1:3 hexanes-ethyl acetate) provided 3-[2-(cyclopentylamino)-4-pyrimidinyl]-N-(2-methoxyethyl)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-7-amine (80.4 mg, 98%) as an off-white solid. 1H NMR (CDCl3): δ 7.98 (d, 1 H), 7.81 (d, 1 H), 7.59 (d, 2 H), 7.31 (t, 1 H), 6.99 (d, 2 H), 6.35–6.29 (m, 2 H), 6.03 (d, 1 H), 5.15 (broad, 1 H), 4.38 (m, 1 H), 3.89 (s, 3 H), 3.72 (t, 2 H), 3.57 (q, 2 H), 3.43 (s, 3 H), 2.09 (m, 2 H), 1.80–1.53 (m, 6 H); MS m/z 459 (M+1).

Provenance & Evidence