HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 66777678, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Chlorophenylboronic acid | HCID 2734322 | — |
| Reactant | HCID 178498883 | HCID 178498883 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 66777678 | HCID 66777678 | 25% |
Reaction Steps
Methyl 3-methyl-1H-pyrazole-4-carboxylate (4.5 g) synthesized in Example 1(3) was dissolved in N,N-dimethylacetamide (100 mL), 2-chlorophenylboronic acid (10.0 g), copper acetate (11.7 g) and pyridine (10.4 mL) were added, and the mixture was stirred at room temperature overnight. The reaction mixture was filtered through celite, 1N hydrochloric acid (100 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=1:4, volume ratio) to give the title object compound (2.0 g, 25%) 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-605d0d88363549df854c5d07a9f06aba |
| Source note | uspto-grants-2013_05 |