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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410538Generated: October 31, 2026

Hydrochloric Acid → HCID 86658249, compound

https://huagongshe.com/reaction/410538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
Reactant2-Chloro-4-(trifluoromethyl)pyrimidineHCID 2773912—
ReactantHCID 58456392HCID 58456392—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86658249HCID 8665824950.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

Aqueous HCl (1.0 M, 1.5 mL, 1.5 mmol) was added to a stirred mixture of the product of Step 2 (0.80 g, 2.97 mmol) and 2-chloro-4-trifluoromethylpyrimidine (8.0 mL, 66.2 mmol) in DMSO and the mixture was stirred at 100° C. for 2 h. The mixture was cooled, water was added and the mixture was extracted with Et2O (3×). The combined organic fractions were washed with HCl, water, aqueous copper sulfate and brine, dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (0-60% ethyl acetate in hexanes) to give 5-bromo-N-(2,2,2-trifluoroethyl)-N′-[4-(trifluoromethyl)-pyrimidin-2-yl]benzene-1,3-diamine (622 mg, 1.50 mmol, 50% yield) as a off-white solid. MS ESI: [M+H]+ m/z 416.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759366B2
Source datasetuspto-grants-2014_06
ORD IDord-98d7e2a5ecf54386be9f3abc1d5cc38a
Source noteuspto-grants-2014_06