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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009368Generated: October 31, 2026

Sodium Iodide → Tert-butyl[2-oxo-3-(3,4,5-trifluorophenyl)piperidin-1-yl]carbamate

https://huagongshe.com/reaction/1009368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium hydrideHCID 24758—
Reactanttert-butyl N'-[5-(benzotriazol-1-yloxy)-2-(3,4,5-trifluorophenyl)pentanoyl]hydrazinecarboxylateHCID 66839387—
ReactantSodium bicarbonate waterHCID 86585896—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl[2-oxo-3-(3,4,5-trifluorophenyl)piperidin-1-yl]carbamateHCID 8662850544.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

Sodium iodide (131 mg) and sodium hydride (containing mineral oil at 40%, 70 mg) were added to a solution of tert-butyl N′-[5-(benzotriazol-1-yloxy)-2-(3,4,5-trifluorophenyl)pentanoyl]hydrazinecarboxylate (420 mg) in DMF (3 mL), and the reaction solution was stirred at 100° C. for 19 hours. The reaction solution was left to cool to room temperature. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane->ethyl acetate) to obtain 134 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973033B2
Source datasetuspto-grants-2011_07
ORD IDord-634406813c9444d8a5081b21ac3a58ad
Source noteuspto-grants-2011_07