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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946484Generated: November 4, 2026

Dichloromethane → HCID 58460155, compound

https://huagongshe.com/reaction/1946484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Methylpropanimidamide hydrochlorideHCID 2782053—
Reactant2-Bromo-3-methoxycyclopent-2-enoneHCID 11095426—
SolventDimethylformamideHCID 6228—
ProductHCID 58460155HCID 5846015561.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-methylpropanimidamide hydrochloride (0.770 g), 2-bromo-3-(methyloxy)-2-cyclopenten-1-one (1 g) and potassium carbonate (2.17 g) in N,N-dimethylformamide (15 mL) were heated at 100° C. for 4.5 hr and then heated at 110° C. for 1 hour. The reaction mixture was cooled down to room temperature and dichloromethane was added. The white suspension (potassium carbonate) was filtered off and the filtrate concentrated under vacuum. The residue was purified by reverse phase chromatography using an acetonitrile—0.1% NH3:water—with an ammonium carbonate buffer modifier using a 5%-95% gradient. The desired fractions were combined and concentrated under vacuum to yield the title compound (531 mg). LC/MS MH+ 165, Rt 0.36 min (2 minute run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399444B2
Source datasetuspto-grants-2013_03
ORD IDord-a7c1179e11c4404693992c6538ba499e
Source noteuspto-grants-2013_03