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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384494Generated: October 26, 2026

Ethanol → (3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl(2,3-dihydro-1H-inden-5-yl)carbamate

https://huagongshe.com/reaction/384494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethanolHCID 887—
Reactant5-Indanyl isocyanateHCID 5003681—
Reactant[4-(Benzyloxy)-3-methylquinolin-2-yl]methanolHCID 68508380—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl(2,3-dihydro-1H-inden-5-yl)carbamateHCID 86646236—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of [4-(benzyloxy)-3-methylquinolin-2-yl]methanol (400 mg) in THF (8 mL) was added (5-indanyl)isocyanate (498 mg), and the mixture was stirred at 40° C. for 15 hours. Methanol (2 mL) was added to the reaction liquid to stop the reaction. Ethanol (10 mL) and 10% palladium-activated carbon (200 mg) were added to this mixture. The mixture was stirred at room temperature under hydrogen atmosphere for 30 minutes. The catalyst was removed by filtration, and then the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol=98/2) to obtain (3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl(2,3-dihydro-1H-inden-5-yl)carbamate (356 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367702B2
Source datasetuspto-grants-2013_02
ORD IDord-dcdf09814cd54710aa7023cf13887b66
Source noteuspto-grants-2013_02