Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Chloro-4-methoxypyrimidine | HCID 588935 | — |
| Reactant | 3-Bromo-5-methylaniline | HCID 3018526 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67250894 | HCID 67250894 | 100% |
Reaction Steps
A 10-20 mL microwave vial was charged with 2-chloro-4-methoxypyrimidine (0.835 g, 5.78 mmol), 3-bromo-5-methylaniline (1.075 g, 5.78 mmol), acetic acid (0.347 mL, 6.06 mmol) and dioxane (11.55 mL). The system was purged and flushed with Ar(g) three times before sealing and heating to 120° C. for 3 hours. The mixture was cooled and stirred overnight. The light brown solids were collected by filtration and were dried in a vacuum oven overnight to yield N-(3-bromo-5-methylphenyl)-4-methoxypyrimidin-2-amine (1.7 g, 5.78 mmol, 100% yield) as a tan solid. MS ESI: [M+H]+ m/z 296.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759366B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-842358daa5af4a84a723a68096a3efff |
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| Source note | uspto-grants-2014_06 |
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