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ChemicalBook CAS DataBase List 6-Bromo-4-methoxyquinoline
874792-20-8

6-Bromo-4-methoxyquinoline synthesis

4synthesis methods
6-BROMO-4-CHLOROQUINOLINE

65340-70-7

Sodium Methoxide

124-41-4

6-Bromo-4-methoxyquinoline

874792-20-8

At room temperature, 6-bromo-4-chloroquinoline (12.12 g, 50 mmol) was dissolved in methanol (200 mL) followed by addition of sodium methanolate (13.50 g, 250 mmol). The reaction mixture was transferred to a sealed reaction flask, heated to 120 °C and maintained for 15 hours. After completion of the reaction, it was cooled to room temperature and methanol was removed by distillation under reduced pressure. The residue was diluted with water and the resulting solid was collected by filtration and washed with deionized water. The solid was dried over air to give 10.8 g of 6-bromo-4-methoxyquinoline in 90.8% yield as a white solid. The product could be further purified by acetonitrile recrystallization.EI-HRMS analysis result: m/e calculated value C10H8BrNO (M+) 236.9789, measured value 236.9784.

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Yield:874792-20-8 96%

Reaction Conditions:

in methanol at 100; for 2.5 h;Inert atmosphere;Microwave irradiation;

References:

Scheufler, Clemens;M?bitz, Henrik;Gaul, Christoph;Ragot, Christian;Be, Céline;Fernández, César;Beyer, Kim S.;Tiedt, Ralph;Stauffer, Frédéric [ACS Medicinal Chemistry Letters,2016,vol. 7,# 8,p. 730 - 734] Location in patent:supporting information

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