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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245650Generated: October 31, 2026

Potassium Carbonate → 6-Amino-7-methyl-quinoline-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/245650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
Reactant6-Amino-7-bromo-quinoline-5-carboxylic acid methyl esterHCID 57990090—
Solvent1,4-DioxaneHCID 31275—
Product6-Amino-7-methyl-quinoline-5-carboxylic acid methyl esterHCID 5799015345%

Reaction Conditions

Temperature180 °C

Reaction Steps

To 1.59 g (5.66 mmol) of 6-amino-7-bromo-quinoline-5-carboxylic acid methyl ester in 30 mL of dioxane under an atmosphere of argon is added 2.35 g (17.0 mmol) of K2CO3, 323 mg (0.28 mmol) of tetrakis(triphenylphsophine)palladium and 710 mg (5.66 mmol) of trimethylboroxine. The reaction mixture is stirred in a microwave oven at 180° C. for 10 minutes. After filtration over Celite and concentration in vacuo, the residue is purified by flash chromatography (SiO2, ethyl acetate) y to afford 550 mg of product (45%) as a yellowish solid; LC/MS:217/218 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658801B2
Source datasetuspto-grants-2014_02
ORD IDord-65f1aba882184381bb7fd0efcba120e7
Source noteuspto-grants-2014_02