The origin of a common compound about Methyl 2-aminoisonicotinate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6937-03-7, its application will become more common.

Synthetic Route of 6937-03-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 6937-03-7 as follows.

To solution of (2,4,5-trichloro-phenoxy)-acetic acid (150 mg, 0.59 mmol), 2-amino isonicotinic acid methyl ester (179 mg, 1.18 mmol) and DMAP (144 mg, 1.18 mmol) in DMF 13 mL was added PyBOP (614 mg, 1.18 mmol) at room temperature. Reaction mixture was stared at room temperature. Resulting mixture poured onto ice cold water, was diluted by ethyl acetate. The organic phase was separated, sequentially washed with aqueous sodium bicarbonate, brine and water, dried over anhydrous MgSO4, and concentrated. The residue was purified by flash silica gel column chromatography (EtoAC:Hexane=1:1) to give 2-[2-(2,4,5-trichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a colorless solid (0.056 g, 24.45% yield). 1H NMR (DMSO-d6, 300 MHz) 10.89 (1H, s, CONH), 8.54 (2H, d, J=5.4 Hz, pyridine), 7.85 (s, 1H, aromatic), 7.58 (1H, dd, J=1.35 &4.95 Hz, pyridine), 7.48 (1H, s, aromatic), 5.05 (2H, s, OCH2), 3.89 (3H, s, OCH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6937-03-7, its application will become more common.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; US2009/306078; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem