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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878633Generated: October 30, 2026

Cesium carbonate → HCID 53477130, compound

https://huagongshe.com/reaction/1878633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Phenylpyridin-3-amineHCID 2762901—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 67432057HCID 67432057—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 53477130HCID 5347713055.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

5-Bromo-2-butylisoindolin-1-one (71.6 mg, 0.267 mmol), 5-phenylpyridin-3-amine (50.0 mg, 0.294 mmol) and Cs2CO3 (217.0 mg, 0.668 mmol) were added to suspension of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (X-Phos) (12.7 mg, 0.027 mmol) and palladium acetate (PdOAc2) (8.0 mg, 0.040 mmol) in toluene (2 mL). The mixture was stirred and heated in the microwave (120° C., 300 W, 60 min). Water and ethyl acetate were added. The organic layer was separated, the aqueous layer was extracted with ethyl acetate and the combined organic layers were dried over MgSO4. Purification by flash chromatography (dichloromethane/methanol, gradient 1-5% methanol) provided 2-butyl-5-(5-phenylpyridin-3-ylamino)isoindolin-1-one (53 mg, 54%). ESI-MS [M+H]+=358.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314120B2
Source datasetuspto-grants-2012_11
ORD IDord-6d499d031d8c4330b99d9c7f12944549
Source noteuspto-grants-2012_11