反応 #91551

反応方程式

water

2-bromo-3-{[(4-methyl-2-pyridinyl)methyl]oxy}pyridine

1,1-dimethylethyl 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

cesium carbonate

→

title compound

1,1-dimethylethyl 7-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

溶媒

ethyl acetate

dioxane water

反応条件

後処理

1. 1
   乾燥The organic layer was dried over sodium sulphate
2. 2
   濃縮the filtrate was concentrated in vacuo
3. 3
   その他The crude product was purified through silica
4. 4
   洗浄eluting with 0-40% ethyl acetate in hexane
5. 5
   濃縮Appropriate fractions were concentrated in vacuo

実験手順

To a degassed mixture of 2-bromo-3-{[(4-methyl-2-pyridinyl)methyl]oxy}pyridine (2.83 g), 1,1-dimethylethyl 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (4.54 g) and cesium carbonate (9.9 g) in dioxane:water (4:1, 40 ml) was added PdCl2.dppf (0.828 g). The reaction mixture was heated at 120° C. overnight. The reaction mixture was added to water and extraction was carried out with ethyl acetate. The organic layer was dried over sodium sulphate and the filtrate was concentrated in vacuo. The crude product was purified through silica, eluting with 0-40% ethyl acetate in hexane. Appropriate fractions were concentrated in vacuo to yield the title compound, 3.8 g (84%).

出典