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ChemicalBook CAS DataBase List 6-Methyl-8-nitroquinoline
68420-92-8

6-Methyl-8-nitroquinoline synthesis

4synthesis methods
-

Yield:68420-92-8 69%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium(0);potassium carbonate in N,N-dimethyl-formamide at 100; for 12 h;Inert atmosphere;

Steps:

6-Methyl-8-nitroquinoline (24)

6-Bromo-8-nitroquinoline (1.0 g, 3.9 mmol), potassium carbonate (1.63 g,11.7 mmol), Pd(PPh3)4 (0.45 g, 0.39 mmol), (10 mL), trimethylboroxine(0.55 mL, 3.9 mmol) were taken in DMF (15 mL) and heated to 100 °Cunder nitrogen for 12 h. The reaction mixture was filtrated through a pad of celite,washed with ethyl acetate. The filtrate was washed with water, brine solution,dried over sodium sulfate and concentrated. The crude was purified by columnchromatography to get 24 as a solid (520 mg, 69%);

References:

Kannan, Murugan;Raichurkar, Anandkumar V.;Khan, Fazlur Rahman Nawaz;Iyer, Pravin S. [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 5,p. 1100 - 1103] Location in patent:supporting information