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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641803Generated: November 2, 2026

5-Nitro-3',6'-dihydro-2'H-[2,4]bipyridinyl-1'-carboxylic acid tert-butyl ester → tert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1641803

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Nitro-3',6'-dihydro-2'H-[2,4]bipyridinyl-1'-carboxylic acid tert-butyl esterHCID 59128569—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylateHCID 5912856299.9%

Reaction Steps

5-nitro-3′,6′-dihydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (400 mg) from above was dissolved in methanol (50 mL) and tetrahydrofuran (10 mL). To this mixture was added 10% palladium on carbon (100 mg). The mixture was hydrogenated at 50 psi for 2 hrs. The mixture was filtered and the solvents were evaporated to give 5-amino-3′,4′,5′,6′-tetrahydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester as a white solid (363 mg). The NMR spectrum obtained on the sample is compatible with its structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08115011B2
Source datasetuspto-grants-2012_02
ORD IDord-da0e82d1b4064b1cb902f3c4171dc921
Source noteuspto-grants-2012_02