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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504233Generated: October 30, 2026

Potassium Carbonate → 1-ethyl-3,3,5-trimethyl-7-[3-(2-oxo-3-phenyl-2H-quinolin-1-yl)propoxy]-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

https://huagongshe.com/reaction/1504233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
ReactantPhenylboronic AcidHCID 66827—
Reactant7-[3-(3-bromo-2-oxo-2H-quinolin-1-yl)propoxy]-1-ethyl-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dioneHCID 66961612—
SolventWaterHCID 962—
Product1-ethyl-3,3,5-trimethyl-7-[3-(2-oxo-3-phenyl-2H-quinolin-1-yl)propoxy]-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dioneHCID 7065678468.4%

Reaction Steps

7-[3-(3-Bromo-2-oxo-2H-quinolin-1-yl)propoxy]-1-ethyl-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione(0.5 g), phenylboronic acid(0.12 g), tetrakis(triphenyl phosphine)palladium (0) (0.11 g), and potassium carbonate(0.39 g) were added to dioxane(5 ml). The mixture was heated under reflux for 2 hours under nitrogen atmosphere. The reaction mixture was cooled to room temperature. Water was added thereto, followed by extraction by ethyl acetate. The organic layer was dried over sodium sulfate, and condensed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: hexane=1:1→3:1). The purified product was condensed to dryness under reduced pressure, thereby obtaining the title compound(0.34 g) as a white amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-39ea9ba610bf4ed69fcd40adfb54870d
Source noteuspto-grants-2015_12