Pyridine → HCID 86606909, compound

Participants

Reaction Steps

3-Cyano-4-carboxymethoxybenzoic acid (4-morpholinyl)amide (10 g, 0.0345 mol) is suspended in dichloromethane (50 ml), and thereto is added N-methylmorpholine (3.79 ml, 0.0345 mol) for dissolution. After adding thionyl chloride (2.8 ml, 0.0396 mol) under ice-cooling, the mixture is stirred at room temperature overnight. A solution of 2-amino-5-chloropyridine (4.87 g, 0.0379 mol) and pyridine (6.10 ml, 0.0758 mol) in methylene chloride (150 ml) is ice-cooled, and thereto is added dropwise the previously prepared acid chloride solution. After stirring at room temperature for 30 minutes, the reaction solution is washed with 10% hydrochloric acid, water, aqueous saturated sodium bicarbonate, and water, successively, dried over magnesium sulfate, and evaporated to remove the solvent to give 3-cyano-4-(5-chloropyridin-2-ylaminocarbonylmethoxy)benzoic acid (4-morpholinyl)amide (13.3 g, 96%).

Provenance & Evidence