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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888092Generated: October 31, 2026

tert-Butyl 3-nitro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate → 1,6-Naphthyridin-3-amine

https://huagongshe.com/reaction/888092

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 3-nitro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylateHCID 10934795—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1,6-Naphthyridin-3-amineHCID 20718847—

Reaction Conditions

Temperature170 °C

Reaction Steps

3-Nitro-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester (1.0 g, 3.6 mmol), was added to EtOH (10 mL) in a sealed tube. 10% Pd/C (500 mg) was added and the mixture was heated to 170° C. for 16 h. The reaction mixture was cooled to RT, diluted with EtOH (10 mL), and filtered through Celite®. The solvent was removed under reduced pressure affording [1,6]naphthyridin-3-ylamine as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247556B2
Source datasetuspto-grants-2012_08
ORD IDord-2e94d4a935744b2ea81491839909ac10
Source noteuspto-grants-2012_08