HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 82112491, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1H-Pyrazole, 4-bromo-1-methyl- | HCID 167433 | — |
| Reactant | (4-Methoxy-3-methylphenyl)boronic acid | HCID 2773487 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 82112491 | HCID 82112491 | 65.9% |
Reaction Steps
Under nitrogen atmosphere, a mixture of 4-methoxy-3-methyl-phenylboronic acid 1.62 g, 4-bromo-1-methyl-1H-pyrazole 1.57 g, 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride dichloromethane complex 0.79 g, sodium carbonate 3.51 g, dioxane 100 ml and water 30 ml was stirred with heating under reflux for four hours. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with water, and was dried over anhydrous magnesium sulfate and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 4-(4-methoxy-3-methyl-phenyl)-1-methyl-1H-pyrazole 1.3 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09314023B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-4df11527a8e14ee48ff31dca7be012ed |
| Source note | uspto-grants-2016_04 |