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7-METHOXY-4-METHYL-QUINOLIN-2-OL synthesis

5synthesis methods
-

Yield:40053-37-0 690 mg

Reaction Conditions:

with polyphosphoric acid at 100; for 2 h;Inert atmosphere;

Steps:

2 7-methoxy-4-methylquinolin-2(1H)-one

N-(3-methoxyphenyl)-3-oxobutanamide (1 g, 4.8mmoles) was mixed with polyphosphoric acid (30 g) in a 250mL flash. The mixture was stirred at 100° C. under nitrogenfor 2 hours, poured into 200 mL of water, and potassiumcarbonate solution was used to adjust pH to 7. The cyclizedcompound was extracted with ethyl acetate. After purifiedwith column (heptanes/THF), 690 mg of white solid wasobtained. MS 190.0; ‘HNMR (CD3OD) ? ppm 7.74-7.64 (d,1H), 6.95-6.80 (m, 2H), 6.32 (s, 1H), 3.82 (s, 3H), 2.42 (s,3H).

References:

US9206474,2015,B2 Location in patent:Page/Page column 38