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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656375Generated: October 31, 2026

Acetic Acid → HCID 19787987, compound

https://huagongshe.com/reaction/1656375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium HydroxideHCID 14797—
Reactant2,5-DibromopyridineHCID 69353—
ReactantHCID 19787989HCID 19787989—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 19787987HCID 19787987—

Reaction Steps

332 mg of 3-benzoyl-6-hydroxy-4-methoxymethyl-beta-carboline and 130 mg of potassium hydroxide powder were mixed in 3 ml of dimethyl sulfoxide under argon with 285 mg of 2,5-dibromopyridine in 1 ml of dimethyl sulfoxide and heated for 1 hour to 90°-95° C. The reaction mixture was poured on ice water, acidified with 1N-acetic acid to pH 5 and shaken out with ethyl acetate. The ethyl acetate phase was washed with saturated common salt solution, dried on magnesium sulfate and concentrated by evaporation. After chromatography on silica gel with dichloromethane/ethyl acetate 1:1 as eluant and recrystallization from the main fraction from ethyl acetate/petroleum ether, the title compound with melting point 193°-194° C. was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05254563
Source datasetuspto-grants-1993_10
ORD IDord-76f7e3da75ed46f2962742e847b2a5dd
Source noteuspto-grants-1993_10