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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1820143Generated: October 31, 2026

Cesium carbonate → HCID 11539545, compound

https://huagongshe.com/reaction/1820143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
Reactant2-[4-(trifluoromethyl)phenyl]pyrrolidineHCID 3701153—
ReactantN-(4-bromo-2,6-dimethyl-phenyl)-2-cyclopentyl-acetamideHCID 11507840—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventTolueneHCID 1140—
ProductHCID 11539545HCID 1153954527%

Reaction Conditions

Temperature110 °C

Reaction Steps

Bis(dibenzylideneacetone)palladium (3.6 mg) and (2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine (3.7 mg) were mixed in dry toluene (2 mL) under argon for 5 minutes. To this mixture were added cesium carbonate (41 mg), 2-[4-(trifluoromethyl)phenyl]pyrrolidine (15 mg) and N-(4-bromo-2,6-dimethyl-phenyl)-2-cyclopentyl-acetamide (1p, 20 mg) and the reaction was heated to 110° C. in a sealed 4 mL vial under argon for 48 hours. Aqueous sodium bicarbonate (5 mL) was added and the mixture was extracted with ethyl acetate (3×3 mL). The combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by vacuum liquid chromatography to furnish 7.6 mg (27% yield) of the title compound as an oil. LC-MS-TOF (m/z) 445 (MH+); tR=3.91, (UV, ELSD) 98%, 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601870B2
Source datasetuspto-grants-2009_10
ORD IDord-1b4c0f5140f74cbc8eea96a2cacdd4d0
Source noteuspto-grants-2009_10