反应详情

温度

120 °C

A mixture of 1-(5-cyclopropyl-3-(5-iodo-2-phenylpyrimidin-4-ylamino)-1H-pyrazol-1-yl)ethanone (3 g, 6.72 mmol, 1.0 equiv.), methyl acrylate (2.28 g, 26.8 mmol, 4.0 equiv.), Pd2(dba)3 (600 mg, 0.6 mmol, 0.1 equiv.), Cy2NMe (1.35 g, 7.2 mmol, 1.1 equiv.) and P(t-Bu)3 (540 mg, 2.4 mmol, 0.4 equiv.) in dioxane (100 mL) was heated to 120° C. for 3 h under nitrogen atmosphere. Then, the reaction mixture was cooled to room temperature and filtered. The residue was crystallized with methane/diisopropyl ether to afford (E)-methyl 3-(4-(1-acetyl-5-cyclopropyl-1H-pyrazol-3-ylamino)-2-phenylpyrimidin-5-yl)acrylate (200 mg, 7.3%). LC-MS (m/z): 404.1 [M+H]+. 1H NMR: (400 MHz, DMSO-d6) δ 0.83-0.84 (m, 2H), 1.03-1.04 (m, 2H), 2.04 (m, 1H), 2.64 (s, 3H), 3.77 (s, 3H), 6.83 (d, J=16.0 Hz, 1H), 6.84 (s, 1H), 7.57-7.58 (m, 3H), 7.71 (d, J=16.0 Hz, 1H), 8.34 (m, 2H), 8.97 (s, 1H), 10.74 (s, 1H).

1. temperatureThen, the reaction mixture was cooled to room temperature
2. filtrationfiltered
3. customThe residue was crystallized with methane/diisopropyl ether