ETHYL 4,7-DICHLOROQUINOLINE-3-CARBOXYLATE synthesis

6synthesis methods

Product Name:ETHYL 4,7-DICHLOROQUINOLINE-3-CARBOXYLATE
CAS Number:19499-19-5
Molecular formula:C12H9Cl2NO2
Molecular Weight:270.11

7-CHLORO-4-HYDROXY-QUINOLINE-3-CARBOXYLIC ACID METHYL ESTER

16600-22-9
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ETHYL 4,7-DICHLOROQUINOLINE-3-CARBOXYLATE

19499-19-5
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Yield:19499-19-5 75.56%

Reaction Conditions:

with trichlorophosphate at 110; for 3 h;

Steps:

2.2 Step 2:

A stirred solution of ethyl 7-chloro-4-hydroxyquinoline-3-carboxylate (78, 10.0 g, 39.7 mol) in phosphorus(V) oxychloride (80.0 mL , 854 mmol ) was heated to 110°C and stirred for 3 hours at 110°C. The reaction was cooled to room temperature and excess solvent was evaporated under reduced pressure. The resulting solid was dissolved in ethyl acetate, washed with water and brine solution, dried over anhydrous sodium sulfate, and filtered. Excess solvent was evaporated under reduced pressure to yield ethyl 4,7-dichloroquinoline-3-carboxylate (79, 8.0 g, 29.6 mmol, 75.56%) as a pale yellow colored solid. LCMS (ES+): m/z 272 [M + H]+

References:

WO2020/51235,2020,A1 Location in patent:Page/Page column 267; 274-275