反応 #68133

反応方程式

potassium hydroxide

1,4-dioxane

4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)-1-(2-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)ethyl)cyclohexanecarbonitrile

potassium hydroxide

ethanol

→

4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)-1-(2-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)ethyl)cyclohexanecarboxamide

溶媒

diethyl ether

反応条件

後処理

1. 1
   workup.ADDITIONwere added at room temperature
2. 2
   温度refluxed
3. 3
   温度with heating for 4 hours
4. 4
   温度refluxed
5. 5
   温度with heating for 4 hours
6. 6
   温度refluxed
7. 7
   温度with heating for 3 hours
8. 8
   その他the solvent was removed under reduced pressure
9. 9
   workup.ADDITIONwas added
10. 10
    その他The organic layer was separated
11. 11
    洗浄washed with aqueous saturated sodium chloride solution
12. 12
    乾燥dried over anhydrous magnesium sulfate
13. 13
    その他the solvent was removed under reduced pressure
14. 14
    その他To the residue thus obtained
15. 15
    ろ過the resulting solid was filtered

実験手順

To 1.5 mL of a 1,4-dioxane solution containing 90 mg of 4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)-1-(2-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)ethyl)cyclohexanecarbonitrile, 1 mL of 20% aqueous potassium hydroxide solution and 1 mL of ethanol were added at room temperature and refluxed with heating for 4 hours. Further, 1 mL of 20% aqueous potassium hydroxide solution was added and refluxed with heating for 4 hours, 2 mL of the solution was added and for 9.5 hours, 1 mL of the solution was added and for 1 hour, 1 mL of the solution was added and for 8 hours, further 1 mL of the solution was added and refluxed with heating for 3 hours. The reaction mixture was cooled to the room temperature, and the solvent was removed under reduced pressure. The residue was adjusted to pH 11 with 2.0 mol/L hydrochloric acid and ethyl acetate was added. The organic layer was separated, and washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. To the residue thus obtained, diethyl ether was added, and the resulting solid was filtered to give 53 mg of 4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)-1-(2-(7-methoxy-4-methyl-2-oxoquinolin-1(2H)-yl)ethyl)cyclohexanecarboxamide as a white solid.

出典