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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59166Generated: October 28, 2026

Cesium carbonate → 3-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-4-ylamino)propanenitrile

https://huagongshe.com/reaction/59166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant3-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 45480181—
Reactant3-(2-Chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-ylamino)propanenitrileHCID 117821221—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product3-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-4-ylamino)propanenitrileHCID 86345161—

Reaction Conditions

Temperature120 °C

Reaction Steps

3-(2-Chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-ylamino)propanenitrile (29 mg, 0.10 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (40 mg, 0.20 mmol), cesium carbonate (64 mg, 0.20 mmol), palladium(II) acetate (3 mg, 0.01 mmol), 2-(dicyclohexylphosphino)-biphenyl (5 mg, 0.01 mmol) and dioxane (1.5 mL) were mixed in a vial and kept under an atmosphere of nitrogen. The mixture was heated in a microwave reactor at 120° C. for 90 min. The mixture was filtered through at pad of diatomeous earth. The filter plug was rinsed with MeOH. The solvents were evaporated and the residue was purified by preparative HPLC to give the title compound as a solid, 22 mg (48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-503863aee99943dd809305491148e19e
Source noteuspto-grants-2016_09