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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59144Generated: October 29, 2026

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

https://huagongshe.com/reaction/59144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant3-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 45480181—
ReactantHCID 121317230HCID 121317230—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product1-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-yl)-2-methylpropan-1-olHCID 86344065—

Reaction Conditions

Temperature130 °C

Reaction Steps

1-(2-Chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-yl)-2-methylpropan-1-ol (20 mg, 0.07 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (13.61 mg, 0.07 mmol), palladium(II) acetate (2.255 mg, 10.04 μmol),2-(dicyclohexylphosphino)biphenyl (3.52 mg, 10.04 μmol), and cesium carbonate (43.6 mg, 0.13 mmol) were mixed in dioxane (3 mL). The vial was flushed with nitrogen, capped and heated by microwave irradiation at 130° C. for 2.5 h. The mixture was filtered through a pad of silica gel, the pad was eluted with DCM and 5% MeOH in DCM. The solvents were evaporated. The residue was purified by preparative HPLC to give the title compound as a dry film, 9 mg (27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-63ca8b0af1554a11839096bd0866a659
Source noteuspto-grants-2016_09