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3-Hydroxy-8-Methylquinolin-2(1H)-one synthesis

1synthesis methods
3-Hydroxy-8-methyl-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid ethyl ester

1159706-47-4
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3-Hydroxy-8-Methylquinolin-2(1H)-one

861580-69-0
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Yield:861580-69-0 23%

Reaction Conditions:

Stage #1: ethyl 3-hydroxy-8-methyl-2-oxo-1,2-dihydroquinoline-4-carboxylatewith lithium hydroxide in methanol;water at 150;Microwave irradiation;Inert atmosphere;
Stage #2: with hydrogenchloride in methanol;water at 20;Inert atmosphere;

References:

Duplantier, Allen J.;Becker, Stacey L.;Bohanon, Michael J.;Borzilleri, Kris A.;Chrunyk, Boris A.;Downs, James T.;Hu, Lain-Yen;El-Kattan, Ayman;James, Larry C.;Liu, Shenping;Lu, Jiemin;Maklad, Noha;Mansour, Mahmoud N.;Mente, Scot;Piotrowski, Mary A.;Sakya, Subas M.;Sheehan, Susan;Steyn, Stefanus J.;Strick, Christine A.;Williams, Victoria A.;Zhang, Lei [Journal of Medicinal Chemistry,2009,vol. 52,# 11,p. 3576 - 3585] Location in patent:experimental part