Extracurricular laboratory: Synthetic route of Picolinimidamide

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52313-50-5, Picolinimidamide, 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.52313-50-5, name is Picolinimidamide, molecular formula is C6H7N3, molecular weight is 121.14, as common compound, the synthetic route is as follows.COA of Formula: C6H7N3

Intermediate 108: ethyl 6-hvdroxy-2-(2-pyridinyl)-4-pyrimidinecarboxylateDiethyl 2-oxobutanedioate (4.31 mL, 26.6 mmol)(TCI Europe) was added to a suspension of 2- pyridinecarboximidamide (4.19 g, 26.6 mmol)(Alfa Aesar) in Ethanol (130 mL) at r.t. under nitrogen. Triethylamine (7.41 mL, 53.1 mmol) was added dropwise and the reaction mixture heated to 80 C and stirred for 24 h in total. The reaction was allowed to cool to r.t. and concentrated in vacuo to a black oil. The crude product was purified by column chromatography using a 0 to 100% solution of 20% MeOH in DCM/DCM to give the title product as a brown oil (2.91 g, 45% yield) which was used in the subsequent reaction without further purification.LCMS (Method A): Rt = 0.69 min, MH+ = 246.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52313-50-5, Picolinimidamide, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; HUMPHREYS, Philip; LIDDLE, John; SHEPPARD, Robert John; WILSON, David; WO2012/52390; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem