反应详情

A solution of acryloyl chloride (0.028 mL, 0.35 mmol) in CH2Cl2 (1 mL) was added dropwise to a stirred mixture of N4-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-5-methoxy-N1-methyl-N1-[2-(4-methylpiperazin-1-yl)ethyl]benzene-1,2,4-triamine (Intermediate 107, 0.174 g, 0.33 mmol) in CH2Cl2 (2.5 mL) under N2. The mixture was then stirred at r.t. for 1 h and was then diluted with CH2Cl2 (25 mL). This solution was washed with sat. NaHCO3 (25 mL) and the aqueous wash solution was extracted with CH2Cl2 (20 mL). The combined organic solutions were dried (MgSO4) and concentrated in vacuo. Purification by FCC, eluting with 0-8% CH3OH in CH2Cl2 gave the title compound (0.12 g, 63%) as a beige foam; 1H NMR: (CDCl3) 2.31 (3H, s), 2.35-2.6 (10H, m), 2.67 (3H, s), 3.00 (2H, t), 3.88 (3H, s), 5.64-5.82 (1H, m), 6.31-6.50 (2H, m), 6.79 (1H, s), 6.91 (1H, t), 7.29 (1H, t), 7.48 (1H, s), 8.47 (1H, s), 8.54 (2H, t), 8.94 (1H, s), 9.15 (1H, s), 9.38 (1H, s); m/z: ES+ MH+ 576.59.

1. washThis solution was washed with sat. NaHCO3 (25 mL)
2. extractionthe aqueous wash solution was extracted with CH2Cl2 (20 mL)
3. dry with materialThe combined organic solutions were dried (MgSO4)
4. concentrationconcentrated in vacuo
5. customPurification by FCC
6. washeluting with 0-8% CH3OH in CH2Cl2