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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170971Generated: October 29, 2026

4-Amino-1,2-dihydropyridin-2-one → HCID 68599964, compound

https://huagongshe.com/reaction/2170971

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-1,2-dihydropyridin-2-oneHCID 573530—
Reactant2-Cyanoethyl 3-oxobutanoateHCID 12360406—
Reactant4-Bromo-2-(trifluoromethoxy)benzaldehydeHCID 18700087—
SolventIsopropanolHCID 3776—
ProductHCID 68599964HCID 68599964—

Reaction Steps

10.00 g (31.17 mmol) of the compound from Example 6A and 6.41 g (31.17 mmol) of 2-cyanoethyl 3-oxobutanoate [Yamamoto, T., et al., Bioorg. Med. Chem. Lett. 16, 798-802 (2006)] are introduced into 100 ml of 2-propanol and, after adding 4.09 g (37.17 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)], stirred at the reflux temperature for three days. After cooling, the solvent is removed under reduced pressure, and the crude product is purified by column chromatography (silica gel; mobile phase: dichloromethane/methanol 10:1). 7.38 g (36% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051316B2
Source datasetuspto-grants-2015_06
ORD IDord-dcc60f60f0754beaa8835da7768a3dfa
Source noteuspto-grants-2015_06