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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222710Generated: October 25, 2026

Potassium Carbonate → 3-Cyclobutyl-7-[(5-nitro-2-thienyl)oxy]-2,3,4,5-tetrahydro-1H-3-benzazepine

https://huagongshe.com/reaction/222710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-nitrothiopheneHCID 83222—
Reactant3-Cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[D]azepin-7-OLHCID 10082081—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-Cyclobutyl-7-[(5-nitro-2-thienyl)oxy]-2,3,4,5-tetrahydro-1H-3-benzazepineHCID 10382895—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-bromo-5-nitrothiophene (478 mg, 2.3 mmol), 3-cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ol (E3) (500 mg, 2.3 mmol) and potassium carbonate (765 mg, 5.5 mmol) in dimethylformamide (10 ml) was stirred at 80° C. for 16 hours. The reaction mixture was cooled, diluted with ethyl acetate and washed with water, brine and dried (sodium sulfate). Concentration in vacuo and purification of the resulting residue by column chromatography 0.880 ammonia:methanol:dichloromethane (1:8:300) afforded the title compound (E211); MS (ES+) m/e 345 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207331B2
Source datasetuspto-grants-2012_06
ORD IDord-99a5e3ebac8b402aa997363db905c9ac
Source noteuspto-grants-2012_06