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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507598Generated: October 31, 2026

Water → HCID 73426445, compound

https://huagongshe.com/reaction/1507598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 80366—
ReactantHCID 73426362HCID 73426362—
SolventDimethylformamideHCID 6228—
ProductHCID 73426445HCID 73426445—

Reaction Steps

To a solution of N-(3,3-dimethyl-2-oxoindolin-6-yl)-3-fluoroisonicotinamide (example 72, 78 mg, 261 μmol) in DMF (700 μl) under an argon atmosphere was added 2,2,2-trifluoroethyl trifluoromethanesulfonate (66.5 mg, 39.6 μl, 287 μmol) and cesium carbonate (93.4 mg, 287 μmol). After 3 hours at room temperature the reaction mixture was poured into water and the aqueous phase was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and the solvent was evaporated. The residue was purified by flash chromatography on silica gel using dichloromethane/methanol (with 10% ammonia) as eluent followed by trituration with diethyl ether/heptane. The title compound was obtained as white foam (36 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221816B2
Source datasetuspto-grants-2015_12
ORD IDord-219a830c901d4d4bb49b8f99e928757b
Source noteuspto-grants-2015_12