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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910664Generated: October 26, 2026

3-Amino-3-(4-fluorophenyl)acrylonitrile → N-{2-[3,5-Dicyano-2-(4-fluorophenyl)-6-methyl-1,4-dihydropyridin-4-yl]furo[3,2-c]pyridin-4-yl}-benzamide

https://huagongshe.com/reaction/1910664

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-3-(4-fluorophenyl)acrylonitrileHCID 57364329—
ReactantN-{2-(2-Cyano-3-oxobut-1-en-1-yl)furo[3,2-c]pyridin-4-yl}benzamideHCID 67154537—
SolventAcetic AcidHCID 176—
ProductN-{2-[3,5-Dicyano-2-(4-fluorophenyl)-6-methyl-1,4-dihydropyridin-4-yl]furo[3,2-c]pyridin-4-yl}-benzamideHCID 86685439—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 200 mg (0.604 mmol) N-{2-(2-cyano-3-oxobut-1-en-1-yl)furo[3,2-c]pyridin-4-yl}benzamide (Example 4A) and 117 mg (0.724 mmol) 3-amino-3-(4-fluorophenyl)prop-2-enenitrile (Example 5A) in acetic acid (2 ml) was stirred for 30 min at 110° C. Upon cooling, the mixture was concentrated under reduced pressure, and the residue was directly purified by preparative RP-HPLC (acetonitrile/water+0.1% TFA gradient, final mixture 90:10 v/v) to yield 235 mg (82% of th.) of the racemic title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604028B2
Source datasetuspto-grants-2013_12
ORD IDord-815106ced7924d7397eb99e4e518d2bf
Source noteuspto-grants-2013_12