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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928430Generated: November 1, 2026

Trifluoroacetic acid → 3-{1-[4-(3,4-Difluoro-phenyl)-6-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamide

https://huagongshe.com/reaction/1928430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-tert-Butyl-3-{1-[6-(3,4-difluoro-phenyl)-4-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamideHCID 57469077—
SolventDichloromethaneHCID 6344—
Product3-{1-[4-(3,4-Difluoro-phenyl)-6-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamideHCID 5746907613.3%

Reaction Steps

To a cooled and stirred solution of N-tert-butyl-3-{1-[6-(3,4-difluoro-phenyl)-4-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamide (0.16 g) in dichloromethane (4 ml) was added TFA (4 ml) and the reaction mixture was allowed to stir at room temperature for 15 h. The mixture was evaporated to dryness, poured into 2N NaHCO3 solution (20 ml) and extracted with ethyl acetate (3×50 ml). The combined organic layers were washed with brine (50 ml), dried (MgSO4) and evaporated. Further purification by flash chromatography on silica gel (dichloromethane/MeOH) and crystallization (ethyl acetate/heptane) yielded the title compound as a white solid (0.019 g, 12%). MS (ISP) 482.1 [(M+H)+]; mp 241.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183262B2
Source datasetuspto-grants-2012_05
ORD IDord-9a6473af990c45ff92d800afb8b25803
Source noteuspto-grants-2012_05