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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784265Generated: October 25, 2026

Methyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoate → Methyl 4-amino-3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)benzoate

https://huagongshe.com/reaction/1784265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoateHCID 67235341—
CatalystPalladiumHCID 23938—
SolventEthylacetate methanolHCID 21584119—
ProductMethyl 4-amino-3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)benzoateHCID 1196207783%

Reaction Conditions

Temperature20 °C

Reaction Steps

Methyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoate (10.2 g) in solution in a mixture of ethyl acetate/methanol 3:1 (300 ml), and 10% palladium on carbon (1.02 g) are introduced into an autoclave. After stirring for 4 hours under a hydrogen atmosphere (3 bar) at a temperature of approximately 20° C., the catalyst is eliminated by filtration on celite and the filtrate is concentrated under reduced pressure at 40° C. in order to produce the expected compound in the form of an oil (7.75 g; 83% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501524B2
Source datasetuspto-grants-2009_03
ORD IDord-180b2a43ee394760afc364e4b59248bb
Source noteuspto-grants-2009_03