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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712716Generated: October 31, 2026

6-[5-(1-Benzyloxycarbonyl-1-methyl-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester → 6-[5-(1-carboxy-1-methyl-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/712716

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-[5-(1-Benzyloxycarbonyl-1-methyl-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl esterHCID 117667357—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product6-[5-(1-carboxy-1-methyl-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl esterHCID 11766775840.3%

Reaction Steps

To a stirred solution of 6-[5-(1-benzyloxycarbonyl-1-methyl-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (500 mg, 1.0 mmol) in MeOH (25 mL) is added 10% Pd/C (250 mg). The reaction mixture is stirred under 40 psi H2 for 16 h. The catalyst is removed by filtration through diatomaceous earth and the solvent is evaporated to afford 160 mg of 6-[5-(1-carboxy-1-methyl-ethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-d5d6103ed58e4822afbaa0c0c26a4a0e
Source noteuspto-grants-2015_11