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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254739Generated: October 26, 2026

Water → 4-Chloro-2-amino-6-[1-(2-trifluoromethylphenyl)-2,2,2-trifluoro-ethoxy]-pyrimidine

https://huagongshe.com/reaction/254739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant2,2,2-Trifluoro-1-[2-(trifluoromethyl)phenyl]ethan-1-olHCID 61644993—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-Chloro-2-amino-6-[1-(2-trifluoromethylphenyl)-2,2,2-trifluoro-ethoxy]-pyrimidineHCID 8661429371.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

NaH (80 mg, 60%, 3.0 mmol) was added to a solution of 1-(2-trifluoromethylphenyl)-2,2,2-trifluoro-ethanol (244 mg, 1 mmol) in 10 ml of anhydrous THF. The mixture was stirred for 20 minutes, 2-amino-4,6-dichloro-pyrimidine (164 mg, 1 mmol) was added and then the reaction mixture was heated at 70° C. for 1 hour. After cooling, 5 ml water was added and ethyl acetate (20 ml) was used to extract the product. The organic layer was dried over sodium sulfate. The solvent was removed by rotovap to give 267 mg of 4-chloro-6-[2,2,2-trifluoro-1-(2-trifluoromethylphenyl)-ethoxy]-pyrimidin-2-ylamine, yield 71%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875622B2
Source datasetuspto-grants-2011_01
ORD IDord-a97d6a19a7174a09892ccc6590f86e14
Source noteuspto-grants-2011_01