Extracurricular laboratory: Synthetic route of 5-Cyanopicolinic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53234-55-2, 5-Cyanopicolinic acid, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, molecular weight is 148.12, as common compound, the synthetic route is as follows.Formula: C7H4N2O2

To a solution of 5-cyanopicolinic acid (200 mg, 1.35 mmol) in MeOH (2 mL) and 1M NaOH (2 mL) was added Pd(OH)2/C (100 mg). Then the reaction was stirred under hydrogen at r.t. overnight. TLC showed the reaction was complete. The reaction mixture was filtered and concentrated under vacuum to give crude sodium 5-(aminomethyl)picolinate (280 mg, crude) as brown oil, which was used in the next step without further purification. LC-MS (ESI) found: l53[M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53234-55-2, 5-Cyanopicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ZAFGEN, INC.; ZAHLER, Robert; VATH, James, E.; (239 pag.)WO2019/118612; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem