HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 1-(4-Methoxyphenyl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-[(4-methoxy)phenyl]-3-(ethoxycarbonyl)-1H-pyrazole | HCID 14372670 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Methoxyphenyl)-1H-pyrazole | HCID 12238131 | 142.5% |
Reaction Steps
To a solution 1-[(4-methoxy)phenyl]-3-(ethoxycarbonyl)-1H-pyrazole-5-[(4-(N-pyrrolidinocarbonyl)phenyl)carboxyamide (2.05 g, 4.43 mmol) in 10 mL of THF and 10 mL of water was added potassium hydroxide (0.32 g, 5.76 mmol). The resulting solution was stirred at ambient temperature for 18. The THF was removed in vacuo and the aqueous was extracted with ether to remove unreacted ester. The aqueous layer was acidified with HCl and extracted with ethyl acetate. The organics were washed with brine, dried (MgSO4) and concentrated to afford 1.1 g (57%) of the title compound, which was used without further purification. LRMS (ES−): 433.0 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602895B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-53bfbc292bd14a3f8d4548a5bacf03c3 |
| Source note | uspto-grants-2003_08 |