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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13818Generated: October 26, 2026

Acetoxyacetyl chloride → 2-{[3-Acetyl-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]amino}-2-oxoethyl acetate

https://huagongshe.com/reaction/13818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoxyacetyl chlorideHCID 26297—
Reactant3-acetyl-4-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-1,8-naphthyridin-2(1H)-oneHCID 11260007—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product2-{[3-Acetyl-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]amino}-2-oxoethyl acetateHCID 11365162—

Reaction Conditions

Temperature90 °C

Reaction Steps

To the product of Example 2 (120 mg) in acetonitrile (2 mL) was added acetoxyacetyl chloride (0.2 mL). The reaction was heated to 90° C. in a CEM microwave reactor for a total of 34 minutes. The reaction was diluted with EtOAc and was washed with saturated aqueous NaHCO3 solution. The concentrated residue was purified by flash chromatography on silica gel gradient eluted with 0-60% EtOAc in hexane affording the title compound. HPLC/MS: 572.1 (M+1), 574.1 (M+3); Rt=4.06 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728141B2
Source datasetuspto-grants-2010_06
ORD IDord-6bbe050a73ec42f596a556812d626ba7
Source noteuspto-grants-2010_06