反应详情

Under a nitrogen stream, methyl 4-(1-ethoxycarbonylaminocyclopropyl)benzoate (430 mg) described in Preparation Example 67 was dissolved in a solution of tetrahydrofuran (10 mL) and N,N-dimethylformamide (5 mL), sodium hydride (72 mg) were added under ice-cooling, and the mixture was stirred for 15 min. Then, 2-(2-bromoethoxy)tetrahydrofuran (0.30 mL) and sodium iodide (catalytic amount) were added, and the mixture was stirred for 30 min under ice-cooling and at room temperature overnight. Furthermore, sodium hydride (72 mg) was added under ice-cooling, and the mixture was stirred for 15 min. 2-(2-Bromoethoxy)tetrahydrofuran (0.30 mL) was added, and the mixture was stirred at room temperature overnight. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (129 mg).

1. additionwere added under ice-
2. temperaturecooling
3. stirringthe mixture was stirred for 30 min under ice-
4. temperaturecooling
5. stirringthe mixture was stirred for 15 min
6. stirringthe mixture was stirred at room temperature overnight
7. extractionthe mixture was extracted with ethyl acetate
8. washThe organic layer was washed with water and saturated brine
9. customthe solvent was evaporated
10. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate)