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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400637Generated: October 29, 2026

Dichloromethane → Di-tert-butyl{[4-(aminooxy)piperidin-1-yl]methylylidene}biscarbamate

https://huagongshe.com/reaction/2400637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantDi-tert-butyl [{4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]piperidin-1-yl}methylylidene]biscarbamateHCID 86699594—
SolventEthanolHCID 702—
ProductDi-tert-butyl{[4-(aminooxy)piperidin-1-yl]methylylidene}biscarbamateHCID 8669959543%

Reaction Steps

To a mixture di-tert-butyl[{4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]piperidin-1-yl}methylylidene]biscarbamate 64 (2.30 g, 4.71 mmol) in a solution of DCM (40 mL) and ethanol (6 mL) was added hydrazine hydrate (0.270 mL, 4.71 mmol) at room temperature. The mixture was stirred at room temperature overnight, filtered and concentrated to provide a residue which was subjected to chromatography to give 65 (0.72 g, 43%) as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796257B2
Source datasetuspto-grants-2014_08
ORD IDord-cb0432e0401e4166a93620eb3221575c
Source noteuspto-grants-2014_08