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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365391Generated: October 25, 2026

Cesium carbonate → 3-[(6-[3-(1-Methylimidazolin-2-yl)phenoxy]-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrile

https://huagongshe.com/reaction/365391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-(1-Methylimidazolin-2-yl)phenolHCID 11423880—
Reactant3-[(6-Chloro-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrileHCID 15480703—
SolventDimethyl SulfoxideHCID 679—
Product3-[(6-[3-(1-Methylimidazolin-2-yl)phenoxy]-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrileHCID 1548070437.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

To 3-[(6-chloro-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrile (1.0 g, 2.4 mmol) in DMSO (12 mL) was added Cs2CO3 (0.8 g, 2.5 mmol) and 2-(3-hydroxyphenyl)-1-methylimidazoline (0.44 g, 2.5 mmol). After stirring in an oil bath at 50° C. for 24 hours, the reaction was partitioned with water and ethyl acetate. The layers were separated, washed with water and brine, dried (Na2SO4), and the solvent was removed in vacuo. The residue was chromatographed on silica gel with CH2CL2 /MeOH/NH4OH (120/5/1) to give 0.5 g of 3-[(6-[3-(1-methylimidazolin-2-yl)phenoxy]-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127376
Source datasetuspto-grants-2000_10
ORD IDord-323eb7ecb9dd4b0bb68bc1e565b34d4d
Source noteuspto-grants-2000_10