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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530238Generated: November 4, 2026

Iodoethane → Methyl 5-bromo-3-(cyclopentyl(ethyl)amino)-2-methylbenzoate

https://huagongshe.com/reaction/1530238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-3-(cyclopentylamino)-2-methylbenzoateHCID 86672652—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-bromo-3-(cyclopentyl(ethyl)amino)-2-methylbenzoateHCID 7087240232.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 5-bromo-3-(cyclopentylamino)-2-methylbenzoate (2 g, 6.43 mmol) in DMF (15 mL), cesium carbonate (4.18 g, 12.8 mmol) and ethyl iodide (5.01 g, 32.15 mmol) were added; the resulting reaction mixture was heated at 80° C. for 18 h. On completion, the reaction mixture was cooled to room temperature and filtered, residue was washed with ethyl acetate and filtrate was concentrated to afford desired crude compound, which was purified by column chromatography at afford methyl 5-bromo-3-(cyclopentyl(ethyl)amino)-2-methylbenzoate (0.7 g, 32.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090562B2
Source datasetuspto-grants-2015_07
ORD IDord-24b2072b38b04870b4d5d49fd7b4ba1b
Source noteuspto-grants-2015_07