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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400022Generated: November 2, 2026

1-(4-Benzylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester → Tert-butyl 1-(4-aminophenyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

https://huagongshe.com/reaction/1400022

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Benzylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl esterHCID 67508362—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 1-(4-aminophenyl)-3-azabicyclo[3.1.0]hexane-3-carboxylateHCID 6750940897.8%

Reaction Steps

To a solution of 1-(4-benzylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (3.0 g, 8.2 mmol) in methanol (20 mL) was added 10% Pd/C (600 mg, 20% by weight). Flask was evacuated and hydrogen was introduced. The reaction mixture was stirred under hydrogen and progress of the reaction was monitored by TLC. On completion, the reaction mixture was filtered through celite pad using methanol as solvent. The filtrate was evaporated to provide the title compound (2.2 g, 97%) as brown solid and subjected to further reaction without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906913B2
Source datasetuspto-grants-2014_12
ORD IDord-3a07dac2c0f640319f730401d71d3177
Source noteuspto-grants-2014_12