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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387975Generated: October 31, 2026

Dimethylformamide → 6-(2-Methoxyethylcarbonyl)-7-methoxy-4-(1-ethylcarbamoyl-indol-5-yloxy)quinoline

https://huagongshe.com/reaction/387975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactantphenyl N-ethylcarbamateHCID 2802346—
Reactant6-(2-Methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy) quinolineHCID 22936530—
SolventWaterHCID 962—
Product6-(2-Methoxyethylcarbonyl)-7-methoxy-4-(1-ethylcarbamoyl-indol-5-yloxy)quinolineHCID 22937012—

Reaction Steps

After adding 60% sodium hydride (10 mg) to dimethylformamide (1 ml), the mixture was stirred at room temperature, 6-(2-methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy)quinoline (10 mg) was added, and the mixture was stirred for another 15 minutes. Ethylcarbamic acid phenyl ester (43 mg) was then added and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated saline in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (27 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-36d7c54bbe7a4af780e9f1490c7e221e
Source noteuspto-grants-2013_02