反应详情

温度

90 °C

To a solution of pyrrolidine-1-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 30 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 partitioned between ethyl acetate (100 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, to which ethyl acetate (10 ml) was added, followed by allowing to stand at room temperature. After a solid precipitated, diethyl ether (30 ml) was added thereto, followed by stirring at room temperature for 2 hrs. The solid was filtered off, and dried under aeration to provide the titled compound (467 mg, 66.2%) as 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 partitioned between ethyl acetate (100 ml) and water (100 ml)
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
12. customto stand at room temperature
13. customAfter a solid precipitated
14. additiondiethyl ether (30 ml) was added
15. stirringby stirring at room temperature for 2 hrs
16. filtrationThe solid was filtered off
17. customdried under aeration