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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924418Generated: October 30, 2026

3-{[(Benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid → 3-Amino-7-ethylquinoline-2-carboxylic acid

https://huagongshe.com/reaction/924418

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-{[(Benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acidHCID 86726868—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-Amino-7-ethylquinoline-2-carboxylic acidHCID 86726877—

Reaction Steps

To a solution of 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid (673.9 mg, 1.934 mmol) in MeOH (25.0 mL) was added 10 wt % Pd on carbon (100.1 mg, 0.09406 mmol). The mixture was stirred at room temperature hydrogen (1 atm) for 15 h. The reaction mixture was filtered through a pad of diatomaceous earth (eluted with MeOH) and then concentrated under reduced pressure. The resulting crude sub-title compound was used directly in the next step residue without further purification (380.6 mg, 91%). LCMS calc. for C12H13N2O2 (M+H)+: m/z=217.1. found 217.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278950B2
Source datasetuspto-grants-2016_03
ORD IDord-62c9d41a0767491ca0249d2fac3af663
Source noteuspto-grants-2016_03