HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 66777683, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| Reactant | HCID 178494719 | HCID 178494719 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 66777683 | HCID 66777683 | 24.2% |
Reaction Steps
To a solution of methyl 3-(methoxymethyl)-1H-pyrazole-4-carboxylate (2.8 g) synthesized in Example 29 (1) in N,N-dimethylacetamide (50 mL) were added 3-methoxyphenylboronic acid (5.0 g), copper acetate (6.0 g) and pyridine (5.3 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was filtered through celite, 1N hydrochloric acid (50 mL) was added to the filtrate, and the mixture was extracted with diethyl ether. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2, volume ratio) to give the title object compound (1.1 g, 23%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436043B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-f81707197667457eae6d9eea05568191 |
| Source note | uspto-grants-2013_05 |