反应 #118

ord-bc24f3de1ac64e7e96966f7efd955e5c

反应方程式

Clc1cc(I)c(Cl)cn1
Clc1cc(I)c(Cl)cn1
CN1CCc2cccc(N)c2C1=O
CN1CCc2cccc(N)c2C1=O
CN1CCc2cccc(Nc3cc(Cl)ncc3Cl)c2C1=O
CN1CCc2cccc(Nc3cc(Cl
收率 42.5%

溶剂

反应条件

温度
100°CELSIUS

实验过程

diacetoxypalladium (0.205 g, 0.91 mmol) was added to a stirred suspension of 2,5-dichloro-4-iodopyridine (5 g, 18.26 mmol), 8-amino-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (3.22 g, 18.26 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (1.056 g, 1.83 mmol) and cesium carbonate (8.92 g, 27.38 mmol) dissolved in 1,4-dioxane (100 mL). The resulting suspension was degassed (3 times) with nitrogen and was stirred at 100°C for 16 hours. The reaction mixture was allowed to cool to room temperature, diluted with DCM (100 mL) and filtered. The residue was washed with DCM. The filtrates was combined evaporated to dryness. The crude product was purified by flash chromatography on silica gel eluting with 0 to 10% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford 8-(2,5-dichloropyridin-4-ylamino)-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (2.500 g, 42.5 %) as a pale yellow solid.

来源

750 AstraZeneca ELN dataset