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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040032Generated: November 1, 2026

Acetic Acid → N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine

https://huagongshe.com/reaction/1040032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-Chloro-4-(trifluoromethyl)pyrimidineHCID 2773912—
Reactant3-Bromo-5-(difluoromethyl)anilineHCID 58456386—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductN-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amineHCID 8665825034.3%

Reaction Conditions

Temperature105 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551984B2
Source datasetuspto-grants-2013_10
ORD IDord-c40b77ecf381443c9872e509a446d0f4
Source noteuspto-grants-2013_10