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7-Chloro-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid synthesis

2synthesis methods
3-Quinolinecarboxylic acid, 7-chloro-1-cyclopropyl-1,4-dihydro-4-oxo-, ethyl ester

167556-67-4
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Yield:-

Reaction Conditions:

Stage #1: ethyl 7-chloro-1-cyclopropyl-1,4-dihydro-3-oxo-3-quinolinecarboxylatewith sodium hydroxide;water in tetrahydrofuran at 20 - 80; for 24 h;
Stage #2: with hydrogenchloride pH=5;

Steps:

a

7-Chloro-l-cyclopropyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (1.50 g) was suspended in THF (15 ml) at room temperature. NaOH (411 mg, 2 eq) solution in water (15 ml) was added and the mixture was stirred at 80 °C for 24 hours. THF was evaporated and the solution was acidified to pH 5 using HCI. The obtained precipitate was filtrated off and dried under reduced pressure yielding 1.18 g of the titled Indermediate 36a.

References:

WO2005/108412,2005,A1 Location in patent:Page/Page column 71