HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-(3-bromo-5-methylphenyl)-4-(propan-2-yl)-pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-Bromo-5-methylaniline | HCID 3018526 | — |
| Reactant | 2-Chloro-4-isopropylpyrimidine | HCID 24901916 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(3-bromo-5-methylphenyl)-4-(propan-2-yl)-pyrimidin-2-amine | HCID 67248097 | 98.1% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
Acetic acid (0.192 mL, 3.35 mmol) was added to commercially available 2-chloro-4-(propan-2-yl)pyrimidine (0.5 g, 3.19 mmol) and 3-bromo-5-methylaniline (0.900 g, 3.19 mmol) suspended in dioxane (6.39 mL). Reaction was heated to 120° C. (bath temp) overnight. Then, the reaction was cooled to room temperature and purified by column chromatography on silica gel eluting with ethyl acetate and hexanes to give N-(3-bromo-5-methylphenyl)-4-(propan-2-yl)-pyrimidin-2-amine (959.8 mg, 3.13 mmol, 98%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551984B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-50cc06cacf6e42628e60dc22f68cdc50 |
| Source note | uspto-grants-2013_10 |