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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269378Generated: October 26, 2026

Dimethylformamide → Clopidogrel

https://huagongshe.com/reaction/269378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl alpha-bromo-2-chlorophenylacetateHCID 10730282—
ReactantTetrahydrothienopyridine hydrochlorideHCID 68420022—
SolventWaterHCID 962—
ProductClopidogrelHCID 60606—

Reaction Conditions

Temperature82.5 °C

Reaction Steps

50 g (0.284 mole) of Tetrahydrothienopyridine hydrochloride (A) was reacted with 83 g (0.315 mole) of α-bromo-2-chlorophenyl acetic acid methyl ester (B) in 2.5 Lt. DMF in presence of 83 g. (0.6 mole) potassium carbonate. The reaction mixture was heated at 80-85°C under nitrogen atmosphere for 4 Hrs. The reaction mixture was filtered at RT and washed the residue with DMF. The DMF was concentrated under vacuum to obtain a viscous liquid. To this viscous liquid, water was added and the base was extracted from the aqueous layer using methylene dichloride. The methylene dichloride was concentrated under vacuum to get pure Clopidogrel base. Yield =92%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446200B2
Source datasetuspto-grants-2008_11
ORD IDord-f8d663c43c524b5293970af238ab80c6
Source noteuspto-grants-2008_11