反应详情

温度

100 °C

A mixture of 5-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-7-bromo-8-chloro-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid isopropyl ester (0.118 g, 0.187 mmol), methyl boronic acid (0.0340 g, 0.561 mmol) and cesium fluoride (0.0990 mg, 0.655 mmol) in dioxane (2.00 ml) was purged with nitrogen for 10 minutes. To it was added PdCl2(dppf) (0.0240 g) in one portion. The mixture was heated at 100° C. overnight. The solid was removed by filtration, washed with ethyl acetate (30.0 ml) and the filtrate was concentrated in vacuo. Purification by silica gel chromatography (gradient eluent, 0-35% ethyl acetate in hexane) provided the titled compound (0.0820 g, 77%) as white foamy solid. MS (ES+): 565 (M+H).

1. customwas purged with nitrogen for 10 minutes
2. additionTo it was added PdCl2(dppf) (0.0240 g) in one portion
3. customThe solid was removed by filtration
4. washwashed with ethyl acetate (30.0 ml)
5. concentrationthe filtrate was concentrated in vacuo
6. customPurification by silica gel chromatography (gradient eluent, 0-35% ethyl acetate in hexane)