HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410541Generated: October 30, 2026
Acetic Acid → N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine
https://huagongshe.com/reaction/410541
Participants
| Role | Name | HCID | Charge |
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| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)pyrimidine | HCID 2773912 | — |
| Reactant | 3-Bromo-5-(difluoromethyl)aniline | HCID 58456386 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine | HCID 86658250 | 34.3% |
Reaction Steps
Acetic acid (1.01 mL, 17.6 mmol) was added to a mixture of 3-bromo-5-(difluoromethyl)aniline (1.30 g, 5.86 mmol) and 2-chloro-4-(trifluoromethyl)pyrimidine (2.14 g, 11.7 mmol) in dioxane (5.0 mL). The mixture was heated to 105° C. for 16 hrs then cooled to room temperature. The mixture was diluted with ethyl acetate, washed with dilute aqueous NaHCO3, brine and dried. The residue was purified by chromatography on silica gel (0-15% ethyl acetate in hexanes) to yield N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine (741 mg, 2.01 mmol, 34%).
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-47b0520e61b24c59b1465b525771fee1 |
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| Source note | uspto-grants-2014_06 |
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