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        ChemicalBook
        CAS DataBase List
        imidazo[1,2-a]pyridine-6-carboxylic acid
        
    
    
    
    
        
    
            
    
                139022-25-6
            
    
        
    
        
    
            imidazo[1,2-a]pyridine-6-carboxylic acid synthesis
        
    
        
    9synthesis methods
    
        
    
    

    
    
    
        
        
    
            
            
            
            
    
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    Yield:139022-25-6 80.3 g 
    
                
                
    Reaction Conditions:
    
                
    Stage #1: chloroacetaldehyde dimethyl acetalwith hydrogenchloride;water in ethanol at 25 - 85; for 1 h;
    Stage #2: 6-aminonicotinic acid in ethanol;water at 85; for 24 h;
    
                
                
    Steps:
    
                
    
                    1 Example 1: Preparation of imidazo[l,2-a]pyridine-6-carboxylic acid (IX):

    A mixture of chloroacetaldehyde dimethylacetal (247.3 mL), 1M hydrochloric acid (800 mL) and ethanol (150 mL) was heated to 100 °C and stirred for 1 hour at the same temperature. The reaction mass was then cooled to 25 °C and its pH adjusted to 6.5-7.0 with solid sodium bicarbonate (68 g). 6-Amino nicotinic acid (100 g) was added to the above reaction mass in a portion wise manner at 25-30 °C. The reaction mass was slowly heated to 85 °C and stirred for 24 hours at the same temperature. The reaction mass was cooled to 0 °C and its pH adjusted to ~6 with a saturated solution of sodium bicarbonate. The resulting precipitate was filtered and dried at 40 °C for 4 hours to afford the title compound.Yield: 80.3 g
                
    
                
                
    References:
    
                
    
                    WO2021/229605,2021,A1 Location in patent:Page/Page column 30
                
    
                
            
    
            
        
    
        
        
        
        
        
        
        
        
        
    
    

    
    
    
        
        
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