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ChemicalBook CAS DataBase List methyl 2-chloroquinoline-4-carboxylate(SALTDATA: FREE)
62482-26-2

methyl 2-chloroquinoline-4-carboxylate(SALTDATA: FREE) synthesis

7synthesis methods
-

Yield:62482-26-2 92%

Reaction Conditions:

Stage #1: 2-chloro-4-quinoline carboxylic acidwith oxalyl dichloride;N,N-dimethyl-formamide in dichloromethane at 20; for 2 h;
Stage #2: methanol in dichloromethane at 20; for 1 h;

Steps:

19.1 Step 1:

2-Chloroquinoline-4-carboxylic acid (3.0 g, 14.49 mmol) was suspended in dichloromethane (25 mL), and oxalyl chloride (3.68 g, 28.98 mmol) and N,N-dimethylformyl chloride were added at 0°C formamide (0.1 mL), and the reaction was stirred at room temperature for 2 hours.After cooling to 0°C, methanol (20 mL) was slowly added dropwise, and the reaction was stirred at room temperature for 1 hour.The reaction solution was added with water (40 mL) and extracted with dichloromethane (80 mL×2).The organic phases were combined, washed with saturated brine (30 mL), dried over anhydrous sodium sulfate, and concentrated to obtain methyl 2-chloroquinoline-4-carboxylate (2.95 g, yield: 92%) as a light brown soli

References:

WO2022/184152,2022,A1 Location in patent:Page/Page column 68-69