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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767456Generated: November 1, 2026

Pyridinium chloride → 3-cyano-2-[(2-{[(2S)-2-(3,4-Dichlorophenyl)pent-4-enyl]amino}ethyl)thio]-1-naphthoic acid

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Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridinium chlorideHCID 10176127—
ReactantMethyl 3-Cyano-2-[(2-{[(2S)-2-(3,4-dichlorophenyl)pent-4-enyl]amino}ethyl)thio]-1-naphthoate HydrochlorideHCID 69138873—
Product3-cyano-2-[(2-{[(2S)-2-(3,4-Dichlorophenyl)pent-4-enyl]amino}ethyl)thio]-1-naphthoic acidHCID 59979498100%

Reaction Conditions

Temperature180 °C

Reaction Steps

An evenly distributed mixture of methyl 3-cyano-2-[(2-{[(2S)-2-(3,4-dichlorophenyl)pent-4-enyl]amino}ethyl)thio]-1-naphthoate hydrochloride (Intermediate 5, 150 mg, 0.28 mmol) and pyridine hydrochloride (487 mg, 4.20 mmol) was heated at 180° C. for 5 min, cooled, and partitioned between ethyl acetate and water. The organic layer was washed with 1 N HCl and brine, dried (Na2SO4), and evaporated to dryness to give 135 mg (100% yield) of the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07235541B2
Source datasetuspto-grants-2007_06
ORD IDord-9dcccd2714f1448aa9a61fa30b587608
Source noteuspto-grants-2007_06