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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330930Generated: October 29, 2026

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

https://huagongshe.com/reaction/330930

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 numberUS08877743B2
Source datasetuspto-grants-2014_11
ORD IDord-533611b5d2c74655a501eea0280e7aff
Source noteuspto-grants-2014_11