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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13835Generated: October 29, 2026

Acetic Anhydride → N-acetyl-N-(3-chloro-7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-1,2-dihydro-1-isobutyl-2-oxo-1,8-naphthyridin-4-yl)acetamide

https://huagongshe.com/reaction/13835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant1,4-DioxaneHCID 31275—
Reactant4-amino-3-chloro-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-isobutyl-1,8-naphthyridin-2(1H)-oneHCID 11225927—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductN-acetyl-N-(3-chloro-7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-1,2-dihydro-1-isobutyl-2-oxo-1,8-naphthyridin-4-yl)acetamideHCID 11319308—

Reaction Conditions

Temperature60 °C

Reaction Steps

To the product of EXAMPLE 61 (70 mg) in 1,4-dioxane (1 mL) was added acetic anhydride (2 mL) and DMAP (25 mg). The reaction was heated to 60° C. After about 1 hour the reaction was cooled to room temperature and quenched with methanol (1 mL) the reaction was diluted with EtOAc and washed with saturated aqueous NaHCO3/1 M aqueous NaOH solution (1:1). The organic layer was dried (Na2SO4). The concentrated residue was purified by flash chromatography on silica gel gradient eluted with 0-100% EtOAc in hexane affording the title compound. HPLC/MS: 590.0 (M+1), 592.0 (M+3); Rt=4.59 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728141B2
Source datasetuspto-grants-2010_06
ORD IDord-ff87e2bdb2a445ac81b6522e3c139a31
Source noteuspto-grants-2010_06