HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-(4-Methoxy-3-methylphenyl)-3,4,5-trimethyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3,4,5-Trimethylpyrazole | HCID 138528 | — |
| Reactant | (4-Methoxy-3-methylphenyl)boronic acid | HCID 2773487 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(4-Methoxy-3-methylphenyl)-3,4,5-trimethyl-1H-pyrazole | HCID 118236588 | 52.6% |
Reaction Steps
A mixture of 4-methoxy-3-methyl-phenylboronic acid 10 g, 3,4,5-trimethyl-1H-pyrazole (described in Reference Preparation example 49) 7.3 g, copper(II) acetate 18.4 g, pyridine 10.0 g, molecular sieves 4 A 20.0 g and acetonitrile 300 ml was stirred with heating under reflux for thirty hours. The reaction mixture was filtered through Celite and was concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 1-(4-methoxy-3-methyl-phenyl)-3,4,5-trimethyl-1H-pyrazole 7.3 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09314023B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-68029b310fc04e7cb81d7653f01ece76 |
| Source note | uspto-grants-2016_04 |