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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191656Generated: November 2, 2026

Sodium Carbonate → HCID 68960022, compound

https://huagongshe.com/reaction/2191656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(3-Acetamidophenyl)boronic acidHCID 157274—
ReactantTert-butyl 4-bromo-2-(4-fluoroanilino)benzoateHCID 68956988—
CatalystHCID 178418397HCID 178418397—
SolventDimethylacetamideHCID 31374—
ProductHCID 68960022HCID 68960022—

Reaction Conditions

Temperature110 °C

Reaction Steps

To N,N-dimethylacetamide 2.5 mL solution of tert-butyl 4-bromo-2-(4-fluoroanilino)benzoate 0.10 g were added 3-(acetamido)phenylboronic acid 98 mg, sodium carbonate 72 mg and tetrakis(triphenylphosphine)palladium(0) 3.2 mg, and it was stirred at 110° C. for 4 hours. After the reaction mixture was cooled to room temperature, insoluble matter was filtrated, and ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=2:1] to give tert-butyl 4-(3-(acetamido)phenyl)-2-(4-fluoroanilino)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-23b7c80cedc342d583b3647825417ce6
Source noteuspto-grants-2012_12