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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604065Generated: October 30, 2026

Water → (3,5-Bis-trifluoromethyl-benzyl)-(5-bromo-pyrimidin-2-yl)-(2-fluoro-5-trifluoromethyl-benzyl)-amine

https://huagongshe.com/reaction/604065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-(Bromomethyl)-1-fluoro-4-(trifluoromethyl)benzeneHCID 2737571—
Reactant(3,5-Bis-trifluoromethyl-benzyl)-(5-bromopyrimidin-2-yl)-amineHCID 57551007—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(3,5-Bis-trifluoromethyl-benzyl)-(5-bromo-pyrimidin-2-yl)-(2-fluoro-5-trifluoromethyl-benzyl)-amineHCID 8662677799%

Reaction Steps

(3,5-Bis-trifluoromethyl-benzyl)-(5-bromo-pyrimidin-2-yl)-amine (8.55 g) is dissolved in N,N-dimethylformamide (20 ml), and thereto is added sodium hydride (60%) (855 mg) under ice-cooling, and the mixture is stirred for 15 minutes. To the reaction solution are added 2-bromomethyl-1-fluoro-4-trifluoromethyl-benzene (5 g), and the mixture is stirred at room temperature overnight. To the reaction solution are added water and ethyl acetate, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=1:0→9:1) to give (3,5-bis-trifluoromethyl-benzyl)-(5-bromo-pyrimidin-2-yl)-(2-fluoro-5-trifluoromethyl-benzyl)-amine (11.1 g). MS (m/z): 576/578 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906517B2
Source datasetuspto-grants-2011_03
ORD IDord-790eb2838c6c4154b0c594b9c6e27e3c
Source noteuspto-grants-2011_03