反应详情

A mixture of 7-Bromo-8-chloro-5-oxo-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid isopropyl ester (0.98 g, 2.72 mmole), 3,5-bistrifluoromethyl benzyl amine (0.682 g, 2.72 mmol) and titanium(IV) isopropoxide (1.00 ml, 3.26 mmol) was stirred at room temperature overnight. To it was added sodium cyanoborohydride (0.684 g, 10.9 mmole) in MeOH (20.0 ml) and the reaction was continued at room temperature for 6 hours. The mixture was partitioned between ethyl acetate (50.0 ml) and water (50.0 ml). The precipitate was removed by filtration. The aqueous layer was extracted with more ethyl acetate (2×50.0 ml). The combined organics washed with brine (3×150 ml). Dried over Na2SO4, filtered and concentrated to provide the crude product (1.47 g, 88%), which was used directly for the next step without further purification. MS (ES+): 587, 589 (M+H).

1. waitthe reaction was continued at room temperature for 6 hours
2. customThe mixture was partitioned between ethyl acetate (50.0 ml) and water (50.0 ml)
3. customThe precipitate was removed by filtration
4. extractionThe aqueous layer was extracted with more ethyl acetate (2×50.0 ml)
5. washThe combined organics washed with brine (3×150 ml)
6. dry with materialDried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated