反应详情

温度

90 °C

To a solution of morpholine-4-carboxylic acid [4-(2-methyl-4-nitrophenoxy)pyridin-2-yl]amide (775 mg) in ethanol (50 ml) were added electrolytic iron powder (505 mg), ammonium chloride (967 mg) and water (10 ml), followed by stirring to heat at 90° C. for 20 min. The reaction mixture was cooled down to room temperature, and filtered to remove an insoluble portion, which was then washed with water and N,N-dimethylformamide in this order. The filtrate was concentrated under a reduced pressure to give a residue, which was then partitioned between ethyl acetate:tetrahydrofuran=1:1 (200 ml) and water (100 ml). The organic layer was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was then suspended in ethyl acetate (5 ml), and diluted with diethyl ether (30 ml). The solid was filtered, and dried under aeration to provide the titled compound (184 mg, 26.1%) as colorless powder. The mother liquor was concentrated to give a residue, which was suspended in diethyl ether (30 ml). The solid was filtered, and dried under aeration to further provide the titled compound (207 mg, 29.3%) as pale yellow powder.

1. temperatureThe reaction mixture was cooled down to room temperature
2. filtrationfiltered
3. customto remove an insoluble portion, which
4. washwas then washed with water and N,N-dimethylformamide in this order
5. concentrationThe filtrate was concentrated under a reduced pressure
6. customto give a residue, which
7. customwas then partitioned between ethyl acetate
8. washThe organic layer was washed with brine
9. dry with materialdried over anhydrous sodium sulfate
10. customThe solvent was evaporated
11. customto give a residue, which
12. filtrationThe solid was filtered
13. customdried under aeration