Category: 59864-31-2

Beak, Peter et al. published their research in Journal of the American Chemical Society in 1976 | CAS: 59864-31-2

1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Reference of 59864-31-2

Mechanism of decarboxylation of 1,3-dimethylorotic acid. A model for orotidine 5′-phosphate decarboxylase was written by Beak, Peter;Siegel, Brock. And the article was included in Journal of the American Chemical Society in 1976.Reference of 59864-31-2 This article mentions the following:

The decarboxylation of 1,3-dimethylorotic acid (I) is shown to proceed by sep. pH-determined pathways in sulfolane at 180-220°. Although a process involving ionization of I is the major pathway in the presence of excess base, decarboxylation is initiated by zwitterion formation in the neutral solvent. Measurements of the rate of loss of CO2 from 6-carboxy-2,4-dimethoxypyrimidine and 1-methyl-2,4-dimethoxypyrimidinium-6-carboxylate betaine (II) are used to estimate the equilibrium and rate constants for the zwitterionic pathway. Comparison of the rate constant for decarboxylation of II with kcat for orotidine 5′-phosphate decarboxylase shows that the biol. catalysis can be satisfactorily accounted for if the enzyme provides a site which displaces the equilibrium in favor of the zwitterionic form of orotidylic acid. It is also noted that the inhibitor, 6-azauridine monophosphate, which has a greater affinity for the enzyme than does the substrate, provides a partial model for the intermediate formed on loss of CO2 from the zwitterion. In the experiment, the researchers used many compounds, for example, 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2Reference of 59864-31-2).

1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Reference of 59864-31-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wong, Amy et al. published their research in Tetrahedron Letters in 2020 | CAS: 59864-31-2

1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Recommanded Product: 59864-31-2

Decarboxylation of orotic acid analogues: Comparison of solution and gas-phase reactivity was written by Wong, Amy;Vikse, Krista;Wu, Weiming. And the article was included in Tetrahedron Letters in 2020.Recommanded Product: 59864-31-2 This article mentions the following:

The decarboxylation of orotic acid and analogs have been investigated as a model for enzymic decarboxylation catalyzed by orotidine-5′-monophosphate decarboxylase (ODCase). The rate of decarboxylation of 1-methyl-4-pyridone-2-carboxylic acid in solution has been reported to be three orders of magnitude greater than those of 1,3-dimethylorotic acid and 1-methyl-2-pyridone-6-carboxylic acid in solution Here, the gas-phase decarboxylation of the three corresponding carboxylates were investigated. The carboxylate of 1,3-dimethylorotic acid decarboxylates at a faster rate and thus the relative rates of decarboxylation are different from those observed in solution The relative rates of decarboxylation correlate well with the stability of the corresponding carbanions and the calculated activation energies for gas-phase decarboxylation. Therefore, the reactions in the gas phase seem to go through the direct decarboxylation mechanism whereas the reactions in solution likely go through zwitterionic intermediates as previously proposed. In the experiment, the researchers used many compounds, for example, 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2Recommanded Product: 59864-31-2).

1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Recommanded Product: 59864-31-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of Related Products of 59864-31-2

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 59864-31-2, 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Related Products of 59864-31-2, Adding some certain compound to certain chemical reactions, such as: 59864-31-2, name is 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid,molecular formula is C7H7NO3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 59864-31-2.

620 mg (3.7 mmol, 1 equiv.) of 1-methyl-6-oxo-1 ,6-dihydro-pyridine-2-carboxylic acid were dissolved in 5 mL of dry dichloromethane and to it DIPEA (3 equiv.) and HATU (1 equiv.) were added. After 10 min stirring at 0 ¡ãC, (4-fluorophenyl)-hydrazine hydrochloride (1.5 equiv.) was added. The reaction mixture was allowed to stir overnight at room temperature under nitrogen atmosphere. After the completion of the reaction, solvent was removed and the residue was washed with brine (two times, 5 mL) and extracted with dichloromethane (three times, 10ml_). The collected organic phase was dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product was purified by column chromatography to obtain 200 mg of pure title compound (19percent). 1H NMR (500 MHz, CDCI3) delta: 3.4 (s, 3H), 4.39 – 4.44 (m, 2H), 6.49 – 6.50 (m, 1 H), 6.55 – 6.57 (m, 1 H), 6.82 – 6.85 (m, 2H), 7.02 – 7.06 (m, 2H), 7.48 – 7.50 (m, 1 H), 10.62 (s, 1 H); Signal of a NH proton was not observed; LC-MS: 262.2 (M+H); Purity (HPLC): 94.44 percent

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 59864-31-2, 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FERRER INTERNACIONAL, S.A.; GARGALLO VIOLA, Domingo; PALOMER BENET, Albert; (85 pag.)WO2016/16291; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem