Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778357Generated: November 2, 2026

Cesium carbonate → Tert-butyl 6-(benzenesulfonylmethyl)-3-(2-formylfuran-3-yl)-2-(2-hydroxyacetylamino)-benzoate

https://huagongshe.com/reaction/1778357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carbaldehydeHCID 16414199—
ReactantTert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-(2-hydroxy-acetylamino)benzoateHCID 66685058—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 6-(benzenesulfonylmethyl)-3-(2-formylfuran-3-yl)-2-(2-hydroxyacetylamino)-benzoateHCID 8668473499.9%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-(2-hydroxyacetylamino)benzoate (Intermediate 36, 0.165 g), 2-formylfuran-3-boronic acid pinacol ester (0.091 g), 1,1′-bis(diphenylphosphino)ferrocene palladium dichloride DCM complex (0.028 g) and cesium carbonate (0.311 g) in THF (4.3 mL) and water (0.7 mL) were sealed, under nitrogen, in a microwave vial and heated in the microwave at 140° C. for 10 minutes. After cooling, the mixture was diluted with ethyl acetate and water and the organic layer was separated, washed with brine, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness to give tert-butyl 6-(benzenesulfonylmethyl)-3-(2-formylfuran-3-yl)-2-(2-hydroxyacetylamino)-benzoate (0.17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266896B2
Source datasetuspto-grants-2016_02
ORD IDord-f0db9ef8174347119d8834e12899a61b
Source noteuspto-grants-2016_02