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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714780Generated: October 29, 2026

Cesium carbonate → 3-ethyl-1-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrile

https://huagongshe.com/reaction/714780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant3-Ethyl-2-oxopyrrolidine-3-carbonitrileHCID 55300209—
Reactant4-chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amineHCID 117840419—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
Product3-ethyl-1-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrileHCID 11784032653.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 4-chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine (110 mg) obtained in Step C, 3-ethyl-2-oxopyrrolidine-3-carbonitrile (82 mg) obtained in Step H, cesium carbonate (350 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (19 mg) in tetrahydrofuran (3 mL) was added tris(dibenzylideneacetone)dipalladium(0) (10 mg), and the mixture was stirred overnight at 90° C. The insoluble substance was removed by filtration through Celite, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), and recrystallized (hexane/ethyl acetate) to give the title compound (87 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187453B2
Source datasetuspto-grants-2015_11
ORD IDord-13421e7344b741888ca81bb81e5b8dbc
Source noteuspto-grants-2015_11