3-Quinolinecarbonitrile, 4-chloro-7-Methoxy- synthesis

6synthesis methods

Product Name:3-Quinolinecarbonitrile, 4-chloro-7-Methoxy-
CAS Number:73387-74-3
Molecular formula:C11H7ClN2O
Molecular Weight:218.64

3-Quinolinecarbonitrile, 1,4-dihydro-7-Methoxy-4-oxo-

71083-64-2
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3-Quinolinecarbonitrile, 4-chloro-7-Methoxy-

73387-74-3
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Yield:73387-74-3 60%

Reaction Conditions:

with N,N-dimethyl-formamide;trichlorophosphate at 120; for 2 h;

Steps:

13.3 Step-3: Synthesis of 4-chloro-7-methoxyquinoline-3-carbonitrile:

To a solution of 7-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile (0.1 g, 0.49 mmol, 1 eq) in POCl3 (1 mL) was added DMF (5 drops) and the mixture was allowed to stir at 120 °C for 2 h. Progress of reaction was monitored by TLC. After completion, reaction mixture was cooled to RT, diluted with cold water (100 mL) and filtered. Solid was dried under vacuum to afford 4-chloro-7-methoxyquinoline-3-carbonitrile (60 mg, 60%) as white solid. LCMS: 219 [M+1]+

References:

WO2022/91048,2022,A1 Location in patent:Paragraph 251; 253