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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799175Generated: October 31, 2026

Hydrochloric Acid → 6-(4-chlorobenzoyl)-4-(3-methoxyphenyl)-1-methyl-1,8-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/1799175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant6-(2-(4-chlorophenyl)-1,3-dioxolan-2-yl)-4-(3-methoxyphenyl)-1-methyl-1,8-naphthyridin-2(1H)-oneHCID 59334750—
Solvent1,4-DioxaneHCID 31275—
Product6-(4-chlorobenzoyl)-4-(3-methoxyphenyl)-1-methyl-1,8-naphthyridin-2(1H)-oneHCID 5933469192.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution compound H (0.3 g, 0.67 mmol) in dioxane (5 mL) was added 6 N HCl (0.5 mL) at 0° C. The mixture was heated at 70° C. for 1.5 h and cooled to RT. Dioxane was removed under reduced pressure; the reaction mixture was neutralized with saturated NaHCO3 solution and extracted with EtOAc (25 mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography to obtain 0.25 g (92%) of compound I as off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343996B2
Source datasetuspto-grants-2013_01
ORD IDord-71e86fc1eaad492eb7b873129b447251
Source noteuspto-grants-2013_01