Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559077Generated: October 26, 2026

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

https://huagongshe.com/reaction/559077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant4-Methyl-alpha-(trifluoromethyl)benzenemethanolHCID 347204—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-Chloro-2-amino-6-[1-(4-methylphenyl)-2,2,2-trifluoro-ethoxy]-pyrimidineHCID 8661429466%

Reaction Conditions

Temperature70 °C

Reaction Steps

NaH (80 mg, 60%, 3.0 mmol) was added to a solution of 1-(4-methylphenyl)-2,2,2-trifluoro-ethanol (190 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 209 mg of 4-chloro-6-[1-(4-methylphenyl)-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamine, yield 66%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063057B2
Source datasetuspto-grants-2011_11
ORD IDord-29d3d47e94e1478b8c1f8f2272f313b3
Source noteuspto-grants-2011_11