HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-Bromo-5-methylaniline | HCID 3018526 | — |
| Reactant | 2-Chloro-4-methylpyrimidine | HCID 11629607 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine | HCID 67249356 | 100% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
Acetic acid (0.234 mL, 4.08 mmol) was added to 2-chloro-4-methylpyrimidine (0.5 g, 3.89 mmol) and 3-bromo-5-methylaniline (1.096 g, 3.89 mmol) suspended in dioxane (7.78 mL). The reaction was heated to 120° C. overnight. Then, the reaction was cooled to room temperature and was directly purified by column chromatography on silica gel eluting with ethyl acetate/hexanes to give N-(3-bromo-5-methylphenyl)-4-methylpyrimidin-2-amine (1.08 g, 3.89 mmol, quant.) as a white solid. MS ESI: [M+H]+ m/z 278.0 and 280.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551984B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-70deb626fe5c4457b6daf6a44871850d |
| Source note | uspto-grants-2013_10 |