New downstream synthetic route of 609-71-2

Statistics shows that 609-71-2 is playing an increasingly important role. we look forward to future research findings about 2-Oxo-1,2-dihydropyridine-3-carboxylic acid.

Electric Literature of 609-71-2, 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.609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, molecular weight is 139.1088, as common compound, the synthetic route is as follows.

2-Hydroxynicotinic acid (4 g, 17.97 mmol) was suspended indichloromethane (115 mL) and DMF (1.15 mL) and then oxalylchloride (2M in CH2Cl2 solution, 3 eq, 43 mL) was added slowlyunder Ar flow (gas evolved). The mixture was stirred at rt tillcompletion of reaction by LC-MS, 4 h. The reaction mixture wasconcentrated under vacuum and further dried in vacuum pump.The crude product, 2-chloronicotinoyl chloride, was used in nextstep assuming quantitative yield. A suspension of 2-chloronicotinoyl chloride (3.16 g, 17.95 mmol) in THF (72 mL) wasadded to a mixture of 2-amino-5-nitrophenol (1.15 eq, 3.18 g) andDIPEA (1.7 eq, 5.3 mL) in THF (72 mL) at 0 C. The reaction mixturewas stirred at 0 C for 2 h and then allowed to get rt. The solids insuspension were filtered out and washed with ethyl acetate. Thefiltrate was washed with water and brine. The organic layer wasdried (Na2SO4) and concentrated to render a solid that was trituratedwith CH2Cl2 affording 3 (brownish solid, 3.76 g, 70%); 1H NMR(700 MHz, DMSO) d 8.68 (dd, J 4.7, 2.0 Hz, 1H), 8.64 (m, 1H), 8.10(d, J 2.5 Hz, 1H), 7.97 (dd, J 9.1, 2.5 Hz, 1H), 7.67 (m, 1H), 6.85 (m,3H). LCMS (ESI): m/z 212 [M H]; Rt: 4.05 min.

Statistics shows that 609-71-2 is playing an increasingly important role. we look forward to future research findings about 2-Oxo-1,2-dihydropyridine-3-carboxylic acid.

Reference:
Article; Albarran, M. Isabel; Amezquita-Alves, Adrian; Blanco-Aparicio, Carmen; Cebria, Antonio; Garcia, Ana Belen; Garcia-Campos, Francisco Javier; Martinez-Gago, Jaime; Martinez-Gonzalez, Sonia; Martinez-Torrecuadrada, Jorge; Munoz, Ines; Pastor, Joaquin; European Journal of Medicinal Chemistry; vol. 201; (2020);,
Pyridine – Wikipedia,
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