HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 70664837, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 70664687 | HCID 70664687 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 70664837 | HCID 70664837 | 43.3% |
Reaction Steps
To a solution of methyl 3-[methyl(propan-2-yl)amino]-2-(1H-pyrazol-4-yl)quinoxaline-6-carboxylate (150 mg, 0.46 mmol) in dioxane (10 mL) was added phenylboronic acid (112 mg, 0.92 mmol), Cu(OAc)2 (123 mg, 0.68 mmol), pyridine (31 mg, 0.39 mmol) and Et3N (310 mg, 2.3 mmol). The resulting solution was stirred for 36 h at room temperature and concentrated under vacuum. The residue was purified via silica gel chromatography (1% to 5% ethyl acetate in petroleum ether) to afford methyl 3-[methyl(propan-2-yl)amino]-2-(1-phenyl-1H-pyrazol-4-yl)quinoxaline-6-carboxylate as a yellow solid (80 mg, 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912188B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-fb77ec2b48394cda86585d8b64a597f3 |
| Source note | uspto-grants-2014_12 |