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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664761Generated: November 2, 2026

Acetic Acid → Tert-butyl 4-(2,4-dioxoimidazolidin-1-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1664761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium cyanateHCID 11378442—
ReactantTert-butyl 4-[(2-ethoxy-2-oxoethyl)amino]piperidine-1-carboxylateHCID 15380724—
SolventWaterHCID 962—
ProductTert-butyl 4-(2,4-dioxoimidazolidin-1-yl)piperidine-1-carboxylateHCID 5742892430.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

Potassium cyanate (31 mg, 0.384 mmol) was added to a solution of tert-butyl 4-[(2-ethoxy-2-oxoethyl)amino]piperidine-1-carboxylate (100 mg, 0.384 mmol) in water (2 mL). Acetic acid was then added to adjust pH of reaction to 4-5 and the mixture was heated at 40° C. After 16 h, the reaction was cooled to ambient temperature and purified by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) to give the title compound (33 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039460B2
Source datasetuspto-grants-2011_10
ORD IDord-2f86659bd2334ddd8a6262ce70111595
Source noteuspto-grants-2011_10