Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Benzo-1,3-dioxole-5-acetic acid | HCID 76115 | — |
| Reactant | tert-butyl 3-amino-5-cyclopropyl-1H-pyrazole-1-carboxylate | HCID 11218347 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 178520177 | HCID 178520177 | 63% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07034049B1 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-5ac3c9f092bd405e843be514f39865a2 |
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| Source note | uspto-grants-2006_04 |
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