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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499252Generated: October 27, 2026

Ethyl Acetate → (R)-4-(1-(4-bromophenyl)-2,2,2-trifluoroethoxy)-6-chloropyrimidin-2-amine

https://huagongshe.com/reaction/1499252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant(1R)-1-(4-Bromophenyl)-2,2,2-trifluoroethan-1-olHCID 12640349—
Solvent1,4-DioxaneHCID 31275—
Product(R)-4-(1-(4-bromophenyl)-2,2,2-trifluoroethoxy)-6-chloropyrimidin-2-amineHCID 117942299—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (R)-1-(4-bromophenyl)-2,2,2-trifluoroethanol (150 mg, 0.60 mmol) in dioxane (10 mL) was added 4,6-dichloropyrimidin-2-amine (120 mg g, 0.71 mmol) and Cs2CO3 (290 mg, 0.88 mmol), and the reaction mixture was heated to 80° C. for 30 h. Then the reaction was cooled to RT. EtOAc was added and the organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by normal phase silica gel column (EtOAc/heptane) provided (R)-4-(1-(4-bromophenyl)-2,2,2-trifluoroethoxy)-6-chloropyrimidin-2-amine as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199994B2
Source datasetuspto-grants-2015_12
ORD IDord-3bdff7d4df424030ac938cea3010f7ba
Source noteuspto-grants-2015_12