反应 #121

ord-d1c742201cbe4cf0aa1fbc6e2537aa34

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 59.5%

溶剂

反应条件

温度
100°CELSIUS

实验过程

diacetoxypalladium (0.573 g, 2.55 mmol) was added to a stirred suspension of 2,5-dichloro-4-iodopyridine (13.99 g, 51.07 mmol), 8-amino-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (9 g, 51.07 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (2.96 g, 5.11 mmol) and cesium carbonate (24.96 g, 76.61 mmol) dissolved in 1,4-dioxane (300 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 and 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 (9.80 g, 59.6 %) as a clear white solid.

来源

750 AstraZeneca ELN dataset