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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809669Generated: October 30, 2026

Hydrazine hydrate (1:1) → HCID 68106814, compound

https://huagongshe.com/reaction/1809669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant[3-(3-Chloro-phenyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-carbamic acid tert-butyl esterHCID 68107198—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68106814HCID 68106814—

Reaction Conditions

Temperature55 °C

Reaction Steps

To a stirred solution of [3-(3-chloro-phenyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-carbamic acid tert-butyl ester (0.15 g, 0.36 mmol) in THF (2 mL) and methanol (2 mL) was added hydrazine hydrate (0.18 g, 3.6 mmol). The mixture was heated at 55° C. for 2 hours. Then the reaction mixture was concentrated and extracted with ethyl acetate (10 mL). The organic mixture was washed with water (3×1 mL), brine (1 mL), dried over anhydrous sodium sulfate and concentrated to dryness. The residue was purified by column chromatography (methanol:dichloromethane, 1:100) to afford [3-amino-3-(3-chloro-phenyl)-propyl]-carbamic acid tert-butyl ester. (Yield 0.061 g, 60%). LC-MS: [M+H]+ 285.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362023B2
Source datasetuspto-grants-2013_01
ORD IDord-6eefbfea6f184feabcbda659b1d2ee26
Source noteuspto-grants-2013_01