Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691833Generated: November 1, 2026

Acetic Acid → 2,3-dihydro-1H-[2,3']bipyridinyl-4-one

https://huagongshe.com/reaction/1691833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCesium fluorideHCID 25953—
Reactant1-(2-trimethylsilyl-ethanesulfonyl)-2,3-dihydro-1H-[2,3']bipyridinyl-4-oneHCID 59377761—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2,3-dihydro-1H-[2,3']bipyridinyl-4-oneHCID 5937778494.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 1-(2-trimethylsilyl-ethanesulfonyl)-2,3-dihydro-1H-[2,3′]bipyridinyl-4-one (106.1 mg, 0.31 mmol) in DMF (0.5 mL) was added cesium fluoride (153.5 mg, 1.0 mmol) under Ar atmosphere. The mixture was heated at 90° C. for 2 hours, then cooled to room temperature. Acetic acid (0.062 mL, 1.085 mmol) was added, and the mixture was diluted with ethyl acetate and filtered. The filtrate was taken to dryness under reduced pressure. Purification of the residue by flash chromatography (dichloromethane/methanol 95:5) gave 2,3-dihydro-1H-[2,3′]bipyridinyl-4-one (51 mg, 93.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153809B2
Source datasetuspto-grants-2012_04
ORD IDord-3ddaee935dfd46e299da634954db6b4a
Source noteuspto-grants-2012_04