HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72269Generated: October 25, 2026
4-Methylpyrazole → 3-[2-Ethyl-5-(4-methylpyrazol-1-yl)phenyl]bicyclo-[3.2.1]octane-2,4-dione
https://huagongshe.com/reaction/72269
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methylpyrazole | HCID 3406 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 3-(5-Bromo-2-ethylphenyl)bicyclo[3.2.1]octane-2,4-dione | HCID 66679569 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-[2-Ethyl-5-(4-methylpyrazol-1-yl)phenyl]bicyclo-[3.2.1]octane-2,4-dione | HCID 68485435 | — |
Reaction Steps
3-(5-Bromo-2-ethylphenyl)bicyclo[3.2.1]octane-2,4-dione (100 mg, 0.31 mmol), 4-methylpyrazole (38 mg, 0.46 mmol), potassium phosphate (264 mg, 1.24 mmol), L-proline (36 mg, 0.31 mmol) and copper (I) iodide (60 mg, 0.31 mmol) are combined in a microwave vial, suspended in DMSO and heated under microwave irradiation at 160° C. for 45 minutes. The mixture is filtered and purified by preparative reverse-phase HPLC to give 3-[2-ethyl-5-(4-methylpyrazol-1-yl)phenyl]bicyclo-[3.2.1]octane-2,4-dione.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08828908B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-26df01bcf53045a5892c3f815b222826 |
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| Source note | uspto-grants-2014_09 |
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