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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642614Generated: November 3, 2026

Cesium fluoride → 5-[2-Benzyloxy-4-(4-ethylpyridin-2-ylmethyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

https://huagongshe.com/reaction/1642614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant5-[2-Benzyloxy-4-(4-ethylpyridin-2-ylmethyl)-phenyl]-1,1-dioxo-2-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-3-oneHCID 66756663—
SolventDimethylformamideHCID 6228—
Product5-[2-Benzyloxy-4-(4-ethylpyridin-2-ylmethyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 66757313—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-[2-benzyloxy-4-(4-ethylpyridin-2-ylmethyl) -phenyl]-1,1-dioxo-2-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-3-one (47 mg, 0.088 mmol) in DMF (1 mL) is added CsF (80 mg, 0.53 mmol). The reaction is stirred at 60° C. for 2 h. The reaction is allowed to cool to ambient temperature and the solvent is evaporated under a stream of N2. The crude residue is taken up in acetonitrile and filtered, washing with acetonitrile several times. The solvent is removed under reduced pressure and the crude cesium salt of 5-[2-benzyloxy-4-(6-benzyloxypyridin-2-ylmethyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one is used in the next step without further purification: MS (M+H)+=516.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119666B2
Source datasetuspto-grants-2012_02
ORD IDord-4834e24d3d024b29a8f71f4361bfccff
Source noteuspto-grants-2012_02