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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1518658Generated: October 25, 2026

Diethylcarbamoyl chloride → 7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2-yl diethylcarbamate

https://huagongshe.com/reaction/1518658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylcarbamoyl chlorideHCID 6916—
ReactantTriethylamineHCID 8471—
ReactantDehydroaripiprazoleHCID 10114519—
SolventTetrahydrofuranHCID 8028—
Product7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2-yl diethylcarbamateHCID 57501580—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of dehydro-aripiprazole (1.50 g, 3.36 mmol), triethylamine (1.03 mL, 7.39 mmol), diethyl carbamoyl chloride (1.02 mL) were combined in tetrahydrofuran (30 mL). This was then heated to 100° C. for 6 hours by microwave. The reaction was quenched with water (50 mL) and extracted with dichloromethane (2×100 mL). The combined organics were dried (MgSO4) and concentrated. The crude product was purified by column chromatrography on silica eluting with ethyl acetate to 20% tetrahydrofuran/ethyl acetate to give the product. The product was then triturated with heptane to remove aliphatic impurities and then dried to give Compound-334 (1.54 g) as a light brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09072788B2
Source datasetuspto-grants-2015_07
ORD IDord-514b1cdb2fc8441a9eedfe821d093bc7
Source noteuspto-grants-2015_07