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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59165Generated: October 29, 2026

Cesium carbonate → N2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-N4-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/59165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant3-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 45480181—
Reactant2-Chloro-N-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amineHCID 117821353—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductN2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-N4-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-2,4-diamineHCID 86345160—

Reaction Conditions

Temperature120 °C

Reaction Steps

2-Chloro-N-(2-methoxyethyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine (43 mg, 0.14 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (58 mg, 0.29 mmol), cesium carbonate (94 mg, 0.29 mmol), palladium(II) acetate (5 mg, 0.02 mmol), 2-(dicyclohexylphosphino)-biphenyl (8 mg, 0.02 mmol) and dioxane (2 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 reaction mixture was filtered through at pad of diatomeous earth. The filter plug was rinsed with MeOH. The solvents were removed in vacuo and the residue was purified by preparative HPLC to give the title compound as a solid, 34 mg (51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-0a195757a9204141bb406ec1304d7bfa
Source noteuspto-grants-2016_09