Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379069Generated: November 1, 2026

Cesium carbonate → 3-{2-Cyano-5-[1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-phenoxy}-N-ethyl-N-phenyl-benzamide

https://huagongshe.com/reaction/379069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Fluoro-4-[1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-benzonitrileHCID 21696959—
ReactantN-ethyl-3-hydroxy-N-phenyl-benzamideHCID 21697043—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-{2-Cyano-5-[1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-phenoxy}-N-ethyl-N-phenyl-benzamideHCID 9825789—

Reaction Conditions

Temperature60 °C

Reaction Steps

2-Fluoro-4-[1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-benzonitrile (0.054 g, 0.220 mmol), N-ethyl-3-hydroxy-N-phenyl-benzamide (0.053 g, 0.220 mmol) and Cs2CO3 (0.143 g, 0.440 mmol) were dissolved in anhydrous DMF (5 mL) and heated at 60° C. under Ar for 4 days. The reaction was diluted with EtOAc, washed with satd. NaHCO3 solution, water, and brine. The organic layer was dried (MgSO4), concentrated and purified using SiO2 chromatography (1-3% MeOH/CH2Cl2) to give the title compound. FAB MS (M+1)=467.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297239B1
Source datasetuspto-grants-2001_10
ORD IDord-0c9349abab454dbf82aa759d3ea12309
Source noteuspto-grants-2001_10