HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinamine, 5-bromo-6-methyl- → 5-(4-Methoxyphenyl)-6-methylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridinamine, 5-bromo-6-methyl- | HCID 170678 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(4-Methoxyphenyl)-6-methylpyridin-2-amine | HCID 57704848 | — |
Reaction Steps
(4-methoxyphenyl)boronic acid (1 g, 6.58 mmol), 5-bromo-6-methylpyridin-2-amine (1.23 g, 6.58 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium dichloride dichloromethane adduct (537 mg, 0.658 mmol), potassium acetate (1.29 g, 13.16 mmol) and 1,4-dioxane (5 mL) were placed in a sealed tube and the mixture was subjected to microwave irradiation at 140° C. for 30 minutes. The resulting crude mixture was purified by flash column chromatography on SiO2 (Biotage 40+M cartridge, ethyl acetate) to afford 5-(4-methoxyphenyl)-6-methylpyridin-2-amine as a purple solid. LCMS calc.=214.11; found=215.17 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915271B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-78c8d4a16e904719aac223225f801a09 |
| Source note | uspto-grants-2011_03 |