反应 #411750

反应方程式

dicyclohexylcarbodiimide

2-(1,3-benzodioxol-5-yl)-acetic acid

dichloromethane

tert-butyl-3-amino-5-cyclopropyl-1H-pyrazole-1-carboxylate

→

title compound

收率 63.0%

2-(1,3-benzodioxol-5-yl)-N-(3-cyclopropyl-1H-pyrazol-5-yl)-acetamide

收率 63.0%

溶剂

diethylether

反应条件

后处理

1. 1
   workup.ADDITIONwere added
2. 2
   温度The mixture was maintained
3. 3
   过滤after that time filtered
4. 4
   洗涤washed several times with dichloromethane
5. 5
   其他evaporated to dryness
6. 6
   workup.DISSOLUTIONThe residue was re-dissolved with 3 ml of trifluoroacetic acid 10% V/V in dichloromethane
7. 7
   温度maintained at room temperature for an hour
8. 8
   其他The solvent was then evaporated
9. 9
   workup.DISSOLUTIONthe residue re-dissolved in dichloromethane
10. 10
    洗涤washed with a saturated solution of sodium hydrogenocarbonate
11. 11
    其他The organic layer was evaporated to dryness
12. 12
    其他to give

实验过程

To a solution of 96.8 mg (0.537 mmol) of 2-(1,3-benzodioxol-5-yl)-acetic acid in 3 ml of dichloromethane 360 mg (0.720 mmol) of polystyrene supported dicyclohexylcarbodiimide (loading=2 mmol/g) and 40 mg (0.179 mmol) of tert-butyl-3-amino-5-cyclopropyl-1H-pyrazole-1-carboxylate were added. The mixture was maintained under stirring at room temperature for 96 hours and after that time filtered, washed several times with dichloromethane and evaporated to dryness. The residue was re-dissolved with 3 ml of trifluoroacetic acid 10% V/V in dichloromethane and maintained at room temperature for an hour. The solvent was then evaporated, the residue re-dissolved in dichloromethane and washed with a saturated solution of sodium hydrogenocarbonate. The organic layer was evaporated to dryness to give, after trituration with diethylether, 32 mg (63% yield) of the title compound.

来源