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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910667Generated: October 31, 2026

Hydrochloric Acid → 4-(4-Aminofuro[3,2-c]pyridin-2-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/1910667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
ReactantN-[2-(3,5-dicyano-2,6-dimethyl-1,4-dihydropyridin-4-yl)furo[3,2-c]pyridin-4-yl]benzamideHCID 52938807—
SolventAcetic AcidHCID 176—
Product4-(4-Aminofuro[3,2-c]pyridin-2-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarbonitrileHCID 5292050318%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 43 mg (0.11 mmol) N-[2-(3,5-dicyano-2,6-dimethyl-1,4-dihydropyridin-4-yl)furo[3,2-c]pyridin-4-yl]benzamide (Example 4) in acetic acid (3 ml) was treated with 0.2 ml hydrochloric acid (37%) and stirred for 24 h at 100° C. Then, further 0.2 ml hydrochloric acid (37%) were added, and stirring was continued for 48 h at 100° C. Upon cooling, saturated aq. sodium carbonate solution was added until a neutral pH was reached. The mixture was extracted with ethyl acetate, and the organic layer was washed with brine and water, dried over sodium sulfate, and concentrated under reduced pressure. The crude product was purified by preparative thin layer chromatography (silica, eluent dichloromethane/methanol 10:1 v/v) to afford the title compound (5.6 mg, 18% of th.) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604028B2
Source datasetuspto-grants-2013_12
ORD IDord-671a3c3159754a598f2e9892b1b64c49
Source noteuspto-grants-2013_12