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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951547Generated: November 3, 2026

(2Z)-3-Amino-2-butenenitrile → 2,6-Dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-5-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydro-pyridine-3-carbonitrile

https://huagongshe.com/reaction/1951547

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2Z)-3-Amino-2-butenenitrileHCID 5325263—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
Reactant1-(4-Methyl-1,3-thiazol-2-yl)propan-2-oneHCID 17930988—
SolventIsopropanolHCID 3776—
Product2,6-Dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-5-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydro-pyridine-3-carbonitrileHCID 135844962—

Reaction Steps

181 mg (0.97 mmol) of the compound from example 11A, 150 mg (0.97 mmol) of the compound from example 4A and 79 mg (0.97 mmol) of 3-aminocrotononitrile are dissolved in 4 ml of isopropanol and stirred at the reflux temperature overnight. After cooling to room temperature, the volatile components are removed in a rotary evaporator, the crude material is taken up in 5 ml of ethyl acetate, and the precipitated product is then filtered off 240 mg (64% 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-b932c07c36544c8b8ff9c1a6f9a822af
Source noteuspto-grants-2013_03