Reacción #362
ord-9e945d87965540af8be94a72eefc3798
Ecuación de reacción
Disolventes
Condiciones de reacción
Procedimiento
3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (0.189 g, 0.93 mmol), 8-chloro-2-cyclopropyl-4-methyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (0.222 g, 0.93 mmol), Palladium acetate (0.021 g, 0.09 mmol), 2-(Dicyclohexylphosphino)biphenyl (0.033 g, 0.09 mmol) and Cesium carbonate (0.303 g, 0.93 mmol) were added in a microwave vial. The mixture was capped and flushed with argon. 1,2-dimethoxyethane (2 mL) was added and the mixture was run in a microwave for 60 minutes at 100°C. Extremely little product was formed according to LCMS. Added 0.1 eq of Palladium acetate and 2-(Dicyclohexylphosphino)biphenyl and 1 eq Cesium carbonate and let run for another 60 min at 100°C in the microwave. According to LCMS ther is 13% startingmaterial oxazepine left. Added a small spatula of acetoxy(2'-(di-tert- butylphosphino)biphenyl-2-yl)palladium and 0.3 mL ethanol and let run for 30 minutes at 100°C. The reaction mixture was filtrated through celite and concentrated. The crude product was purified by silica flash chromatography using a gradient of metanol (+ 10%7M ammonia) in dichloromethane. Unreacted starting material 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline came out together with the product. Obtained 0.203 mg of impure product (at 254 nm 18% pure, at 220 nm 28% pure, at 290 nm 60% pure). Combined this with EN03597-98-001 and EN03597-99-001 at EN03597-97-001.