反应详情

To a solution of (R)-3-cyclohexyl-6-trifluoromethylcarbonyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine (628 mg, 1.86 mmol) in 1,4-dioxane (20 ml) was added 4 N NaOH (5.0 ml). The mixture was refluxed for 42 h, then acidified to pH 1 using 5 N hydrochloric acid and partitioned between dichloromethane and water. The aqueous layer was extracted with dichloromethane, and combined organic layers were washed with brine, dried over Na2SO4 and concentrated to afford (R)-3-cyclohexyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (572 mg). The title compound was prepared following the method of Example 7, using (R)-3-cyclohexyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid amide (prepared from (R)-3-cyclohexyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid) instead of 1-(cyclohexyl)methyl-7-methoxy-1H-indole-3-carboxylic acid amide. EsIMS: m/z 411.0 [M+H]+; [α]D22−30.7° (c=1.50 mg/ml in chloroform)

1. temperatureThe mixture was refluxed for 42 h
2. custompartitioned between dichloromethane and water
3. extractionThe aqueous layer was extracted with dichloromethane
4. washwere washed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated