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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272545Generated: November 1, 2026

Water → HCID 86700752, compound

https://huagongshe.com/reaction/2272545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3-Ethyl-4-fluorobenzonitrileHCID 57718439—
ReactantHCID 178440406HCID 178440406—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86700752HCID 8670075254%

Reaction Conditions

Temperature130 °C

Reaction Steps

Cesium carbonate (850 mg) was added to a solution of compound (5a) (200 mg) in DMSO (2.2 mL), and the mixture was heated to 130° C. The mixture was stirred for 10 minutes and 3-ethyl-4-fluorobenzonitrile (292 mg) was added thereto. The resulting mixture was stirred at the same temperature for 1.5 hours. After completion of the reaction, the reaction solution was allowed to standing still for cooling, and water was poured thereto. The reaction solution was partitioned between ethyl acetate and water. The organic layer was washed with saturated brine and dried by the addition of anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was purified by neutral silica gel column chromatography (chloroform/ethyl acetate/methanol) to obtain compound (6a) (151.8 mg, yield 54%) as a white foamy substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120780B2
Source datasetuspto-grants-2015_09
ORD IDord-519737d67aa24ea8b32b3c702b717ecf
Source noteuspto-grants-2015_09