The origin of a common compound about Methyl 3-hydroxypicolinate

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62733-99-7, Methyl 3-hydroxypicolinate, and friends who are interested can also refer to it.

Application of 62733-99-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 62733-99-7, name is Methyl 3-hydroxypicolinate. A new synthetic method of this compound is introduced below.

To a solution of 3-hydroxy-pyridine-2-carboxylic acid methyl ester (200 mg, 1.3 mmol) in N,N-dimethylformamide (2.0 ml) was added at 22 C sodium hydride (55% in oil, 64 mg) and stirring was continued until gas evolution ceased. The suspension was cooled to 0 C and treated with trifluoro ethyl trifluormethanesulfonate (728 mg) and stirring was continued at 22 C for 2 hours. The mixture was partitioned between saturated sodium hydrogen-carbonate solution and ethyl acetate, and the organic layer was dried and evaporated. The residue was purified by chromatography on silica using n-heptane and ethyl acetate (3: 1) as the eluent to give 3-(2,2,2- trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester as a pale green oil. MS (ESI): m/z = 236.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62733-99-7, Methyl 3-hydroxypicolinate, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BANNER, David; HILPERT, Hans; MAUSER, Harald; MAYWEG, Alexander V.; ROGERS-EVANS, Mark; WO2011/70029; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem