A kind of method utilizing methyl 2-cyanoisonicotinic acid to prepare 2-aminoacylisonicotinic acid
A technology for aminoacyl isonicotinic acid and methyl isonicotinate, which is applied in the field of preparing 2-aminoacyl isonicotinic acid, can solve the problems of difference in yield of target products, difficulty of 2-aminoacyl isonicotinic acid, etc., and is suitable for industrialization. Large-scale production, simple operation, high-yield effect
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Embodiment 1
[0028] A method utilizing 2-cyanoisonicotinic acid methyl ester to prepare 2-aminoacylisonicotinic acid, comprising the following steps:
[0029] S1. Add 1 g (6.17 mmol) of methyl 2-cyanoisonicotinate and 8 mL of dioxane into the reaction flask, and stir evenly;
[0030] S2, then add 6.5mL of 4M aqueous sodium hydroxide solution, react at 35°C for 5h, follow the reaction by TLC until the reaction of the raw materials is complete;
[0031] S3. Adjust the pH value to 6.2 with 4M hydrochloric acid, extract twice with DCM extractant, combine the DCM layers at 40°C and dry with magnesium sulfate, concentrate to dryness and remove the solvent to obtain 2-aminoacylisonicotinic acid.
[0032] After calculation, 0.92 g of white solid was finally prepared, and the yield was 89.5%. Product verification: 1 H-NMR (400MHz, DMSO-d6): δ7.52 (br s, 1H), 7.81 (dd, J = 4.8, 1.5Hz, 1H), 8.03 (br s, 1H), 8.34 (dd, J = 1.5 , 0.8Hz, 1H), 8.52ppm (dd, J = 4.8, 0.8Hz, 1H).
Embodiment 2
[0034] The preparation method of this example is basically the same as that of Example 1, except that: step S1 is: add 1 g (6.17 mmol) of methyl 2-cyanoisonicotinate and 10 mL of dioxane into the reaction flask, stir uniform.
[0035] After calculation, 0.87 g of white solid was finally prepared, and the yield was 84.7%. Product verification: 1 H-NMR (400MHz, DMSO-d6): δ7.52 (br s, 1H), 7.81 (dd, J = 4.8, 1.5Hz, 1H), 8.03 (br s, 1H), 8.34 (dd, J = 1.5 , 0.8Hz, 1H), 8.52ppm (dd, J = 4.8, 0.8Hz, 1H).
Embodiment 3
[0037] The preparation method of this example is basically the same as that of Example 1, except that step S1 is: add 1 g (6.17 mmol) of methyl 2-cyanoisonicotinate and 5 mL of dioxane into the reaction flask, stir uniform.
[0038] After calculation, 0.89 g of white solid was finally prepared, and the yield was 86.8%. Product verification: 1 H-NMR (400MHz, DMSO-d6): δ7.52 (br s, 1H), 7.81 (dd, J = 4.8, 1.5Hz, 1H), 8.03 (br s, 1H), 8.34 (dd, J = 1.5 , 0.8Hz, 1H), 8.52ppm (dd, J = 4.8, 0.8Hz, 1H).
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