HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylpyrazole → 5-ethoxy-4-methyl-2-(4-methyl-1H-pyrazol-1-yl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylpyrazole | HCID 3406 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-5-ethoxy-4-methylbenzaldehyde | HCID 77230883 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-ethoxy-4-methyl-2-(4-methyl-1H-pyrazol-1-yl)benzaldehyde | HCID 86685266 | 20% |
Reaction Steps
A solution of 2-bromo-5-ethoxy-4-methylbenzaldehyde (100 mg, 0.41 mmol), 4-methyl-1H-pyrazole (40.5 mg, 0.49 mmol), K2CO3 (114 mg, 0.82 mmol), CuI (78 mg, 0.41 mmol) in DMF (2 mL) was stirred at 110° C. for 3 hours. The reaction mixture then was filtered concentrated and the residue was purified on a silica gel column eluting with 30% EtOAc in hexanes and then with 5% MeOH in DCM to provide the title intermediate (20 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742110B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-5a9c8b2b6ee74d57a182322d1acf3e55 |
| Source note | uspto-grants-2014_06 |