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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542512Generated: November 1, 2026

Potassium Carbonate → 5-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/542512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-MethylimidazoleHCID 12749—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant5-Bromo-1,6-naphthyridin-2(1H)-oneHCID 11775824—
CatalystCopperHCID 23978—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product5-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-oneHCID 1001392342.6%

Reaction Steps

A mixture containing 5.6 g of 5-bromo-1,6-naphthyridin-2(1H)-one, 8 g of 2-methyl-1H-imidazole, 25 ml of N-methylpyrrolidinone, 3.4 g of anhydrous potassium carbonate and 50 mg of copper powder was refluxed for 6 hours, allowed to cool to room temperature and then poured into 100 ml of water. The resulting solution was neutralized by adding acetic acid and the resulting solution was allowed to stand overnight at room temperature. The solid that separated was collected, recrystallized from dimethylformamide and dried in a vacuum oven at 90°-95° C. to yield 2.4 g of 5-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one, m.p. >310° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04657915
Source datasetuspto-grants-1987_04
ORD IDord-65cccba43bfb40fe83e9688528f493c5
Source noteuspto-grants-1987_04