Methyl 2-cyanoisonicotinate（CAS# 94413-64-6)
Risk and Safety
| Hazard Class | 6.1 |
Production method
the target compound was prepared by oxidation, amidation and dehydration with methyl 2-methyl 4-pyridinecarboxylate (2) as the starting material. its structure was confirmed by 1H NMR and MS, and the total yield was 53.0%. The effects of feeding ratio, crystallization temperature, reaction time and other factors on the product were studied by single-factor experiments, and the process conditions were optimized: n(2):n (potassium permanganate) = 1.0:2.5, crystallization temperature 0~5 ℃;n (methyl 2-carboxyl -4-pyridinecarboxylate):n (sulfoxide) = 1.0:1.4, reaction; the dehydration reaction selects the trifluoroacetic anhydride-triethylamine system as the dehydrating agent. The process is simple to operate, the reaction conditions are mild, easy to scale up production, and has good practical application value.
Use
Tobisostat is used to treat chronic hyperuricemia of gout. Compared with the traditional drug allopurinol (purine analog), it will not affect purine and pyridine metabolism and enzyme activity, and it reduces uric acid The effect is stronger, no large-dose repeated administration is required, and the safety is better. Methyl 2-cyano-4-pyridine carboxylate is an important raw material for the synthesis of Tobiso.
Application
Methyl 2-cyanoisonicotinate (CAS 94413-64-6) is a functionalized pyridine carboxylate widely used as a key intermediate in pharmaceutical and agrochemical research. The methyl ester and cyano groups enable diverse transformations including hydrolysis, amidation, and cyclocondensation. This building block is employed in the synthesis of tetrasubstituted imidazolines as potent and selective neuropeptide Y (NPY) Y5 receptor antagonists for obesity and metabolic disorder research. It is also utilized in the development of negative allosteric modulators (NAMs) for metabotropic glutamate receptors (mGluR) in CNS drug discovery. As a precursor for 2-(diphenylphosphoryl)isonicotinate and other phosphine oxide derivatives, it supports organophosphorus chemistry. In agrochemical research, methyl 2-cyanoisonicotinate serves as an intermediate for pesticides and herbicides. High purity ensures reproducible results in custom chemical synthesis and contract manufacturing. Xinchem offers custom synthesis and contract manufacturing of this versatile pyridine building block with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.
