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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715594Generated: November 1, 2026

Diphosgene → HCID 118037570, compound

https://huagongshe.com/reaction/715594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
ReactantTetrahydro-4H-pyran-4-olHCID 74956—
Reactant4-Amino-1-N-Cbz-piperidineHCID 17846640—
SolventTolueneHCID 1140—
ProductHCID 118037570HCID 118037570—

Reaction Conditions

Temperature80 °C

Reaction Steps

Benzyl 4-aminopiperidine-1-carboxylate (100 mg) is dissolved in toluene (1 mL), treated dropwise with a solution of diphosgene (52 μL) in toluene (1 mL) and stirred for 12 hours at 80° C. Tetrahydro-2H-pyran-4-ol (41 μL) is added and the mixture is heated for 3 hours at 80° C. The mixture is partitioned between ethylacetate and saturated aqueous NH4Cl solution. The organic phase is dried (MgSO4) and concentrated. The residue is purified by HPLC on reversed phase to give the title compound. LC (method 1): tR=0.95 min; Mass spectrum (ESI+): m/z=363 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187477B2
Source datasetuspto-grants-2015_11
ORD IDord-8e63531bb23747b7a5a62b9716448a75
Source noteuspto-grants-2015_11