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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84011Generated: October 26, 2026

Potassium Carbonate → 2-(2-{(3aS,5R,6S,6aS)-5-[(E)-2-(3',5'-difluorobiphenyl-4-yl)ethenyl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl}ethyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/84011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(3,5-Difluorophenyl)boronic acidHCID 2734338—
Reactant2-(2-{(3aS,5R,6S,6aS)-5-[(E)-2-(4-bromophenyl)ethenyl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl}ethyl)-1H-isoindole-1,3(2H)-dioneHCID 68762725—
CatalystHCID 178418397HCID 178418397—
Product2-(2-{(3aS,5R,6S,6aS)-5-[(E)-2-(3',5'-difluorobiphenyl-4-yl)ethenyl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl}ethyl)-1H-isoindole-1,3(2H)-dioneHCID 67182821—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of the compound obtained from step d of Example 1D above (0.2 g), 3,5-difluorophenyl boronic acid (0.135 g), tetrakistriphenylphosphinepalladium (0) (0.023 g), and potassium carbonate (0.2 g) was dried under high vacuum for 10 minutes and dry dimethylformamide (3 mL) was added at room temperature. The reaction mixture was heated at 120° C. for 2 hours, and then quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to obtain a residue which was purified by column chromatography over silica gel using 30% ethyl acetate in hexane as eluant to afford the title compound (0.205 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846910B2
Source datasetuspto-grants-2014_09
ORD IDord-6d49f96cc41447be84b872103867e884
Source noteuspto-grants-2014_09