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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645845Generated: October 26, 2026

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

https://huagongshe.com/reaction/645845

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 numberUS07704994B2
Source datasetuspto-grants-2010_04
ORD IDord-e82a233984ce47ac9103e8e0ee2f2b64
Source noteuspto-grants-2010_04