反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
A solution of 3-[8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazin-3-yl]-2-methyl-imidazo[1,2-a]pyridine-8-carboxaldehyde (1.07 g, 2.84 mmol) in THF (30 mL) is cooled at 0° C., treated with 3.0 M CH3MgBr (1.1 mL, 3.41 mmol). The reaction is stirred at 0° C. for 30 min. It is then quenched with sat. NH4Cl (15 mL), diluted with H2O (15 mL), extracted with EtOAc (2×30 mL). The combined organic layers is dried with Na2SO4, filtered and concentrated. Purification of the crude material by silica gel chromatography gives the title compound (0.93 g, 2.38 mmol, 83). 1H NMR (CDCl3): δ 0.91 (t, J=7.1 Hz, 3H), 0.92 (t, J=7.1 Hz, 3H), 1.75 (d, J=6.6 Hz, 3H), 1.79-1.94 (m, 4H), 2.41 (s, 6H), 2.45 (s, 3H), 3.32-3.42 (m, 1H), 5.17 (m, 1H), 5.39 (m, 1H), 6.72 (t, J=7.0 Hz, 1H), 6.73 (s, 1H), 7.13 (d, J=7.1 Hz, 1H), 7.43 (d, J=7.1 Hz, 1H) ppm. ES-MS (m/z): calcd for C23H29N5O (M+H)+: 392.5. found: 392.3.
WORKUP
后处理
- customIt is then quenched with sat. NH4Cl (15 mL)
- additiondiluted with H2O (15 mL)
- extractionextracted with EtOAc (2×30 mL)
- dry with materialThe combined organic layers is dried with Na2SO4
- filtrationfiltered
- concentrationconcentrated
- customPurification of the crude material by silica gel chromatography