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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951544Generated: November 2, 2026

(2Z)-3-Amino-2-butenenitrile → 4-(4-Cyano-2-methoxyphenyl)-2,6-dimethyl-5-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyridine-3-carbonitrile

https://huagongshe.com/reaction/1951544

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2Z)-3-Amino-2-butenenitrileHCID 5325263—
Reactant4-Formyl-3-methoxybenzonitrileHCID 16659251—
Reactant1-(4-Methyl-1,3-thiazol-2-yl)propan-2-oneHCID 17930988—
SolventIsopropanolHCID 3776—
Product4-(4-Cyano-2-methoxyphenyl)-2,6-dimethyl-5-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyridine-3-carbonitrileHCID 135844960—

Reaction Steps

800 mg (4.96 mmol) of the compound from example 3A, 770 mg (4.96 mmol) of the compound from example 4A and 407 mg (4.96 mmol) of 3-aminocrotononitrile are dissolved in 12 ml of isopropanol and stirred at the reflux temperature overnight. After cooling to room temperature, the volatile components are removed in a rotary evaporator, and the crude product is taken up in 20 ml of ethyl acetate. After stirring at the reflux temperature for 60 min, the resulting solid is filtered off hot. The precipitate obtained in this way is washed with a little diethyl ether. 720 mg (40% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404723B2
Source datasetuspto-grants-2013_03
ORD IDord-f25b6f896a5e41a8a3c32823b71f22bc
Source noteuspto-grants-2013_03