反应详情

To a solution of 4-{7-(cyclopentylamino)-3-[2-(cyclopentylamino)-4-pyrimidinyl]pyrazolo[1,5-a]pyridin-2-yl}phenol (100 mg, 0.22 mmol) in dichloromethane (5 mL) was added copper (II) acetate (40 mg, 0.22 mmol), phenylboronic acid (80 mg, 0.66 mmol), triethylamine (92 μL, 0.66 mmol) and molecular sieves. The mixture was stirred at room temperature for 24 hours. Solids were removed by filtration and the filtrate was concentrated, followed by purification by flash chromatography (2:3 ethyl acetate:hexanes) to give N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyridin-7-amine (14 mg, 12%) as a yellow foam. 1H NMR (CDCl3): δ 8.05–6.85 (m, 12 H), 6.40 (d, 1H), 6.06 (m, 2H), 5.12 (d, 1H), 4.40 (m, 1H) 4.01 (m, 1H), 2.20–2.09 (m, 4H), 1.82–1.59 (m, 12H); MS m/z 531 (M+1).

1. customSolids were removed by filtration
2. concentrationthe filtrate was concentrated
3. customfollowed by purification by flash chromatography (2:3 ethyl acetate:hexanes)