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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714898Generated: October 30, 2026

Cesium carbonate → 3-cyclopropyl-1-(2-((1-(1-hydroxy-2-methylpropan-2-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrile

https://huagongshe.com/reaction/714898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant3-Cyclopropyl-2-oxopyrrolidine-3-carbonitrileHCID 91618631—
Reactant2-(4-((4-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)-2-methylpropan-1-olHCID 117840158—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Product3-cyclopropyl-1-(2-((1-(1-hydroxy-2-methylpropan-2-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrileHCID 7816621946.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a mixture of 2-(4-((4-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)-2-methylpropan-1-ol (200 mg) obtained in Step E of Example 347, 3-cyclopropyl-2-oxopyrrolidine-3-carbonitrile (110 mg) obtained in Step C of Example 103, cesium carbonate (490 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (26 mg) in toluene (2.0 mL) was added tris(dibenzylideneacetone)dipalladium(0) (14 mg), and the mixture was stirred overnight at 85° 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) to give the title compound (130 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187453B2
Source datasetuspto-grants-2015_11
ORD IDord-b78e2e740bd84ac1beb6bd495211c093
Source noteuspto-grants-2015_11