Reaktion #411750

Reaktionsgleichung

dicyclohexylcarbodiimide

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

dichloromethane

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

→

title compound

Ausbeute 63.0%

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

Ausbeute 63.0%

Lösungsmittel

diethylether

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle