Category: 499-51-4

Synthetic Route of 499-51-4, 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 499-51-4 as follows.

A mixture of 205 4-hydroxypyridine-2,6-dicarboxylic acid 18a (10 g, 54.6 mmol), 206 phosphorus pentachloride (56 g, 272 mmol) and 179 chloroform (30 mL) was heated to 80 C. and stirred for three days. The mixture was cooled to room temperature and added slowly with 31 methanol (20 mL). The obtained mixture was stirred at room temperature for 2 h, basified with a solution of 118 sodium bicarbonate and extracted with dichloromethane (50 mL). The organic phase was combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography to give the target 207 compound dimethyl 4-chloropyridine-2,6-dicarboxylate 18b (8 g, white solid). Yield: 64%. MS m/z (ESI): 230[M+1]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,499-51-4, its application will become more common.

Reference:
Patent; Beijing Innocare Pharma Tech Co., Ltd.; CHEN, Xiangyang; GAO, Yingxiang; US2019/185472; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 499-51-4, 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 499-51-4 as follows.

Dimethyl-4-bromo-2,6-pyridinedicarboxylate (Compound 2) A mixture of chelidamic acid monohydrate (8.42 g, 41.87 mmol) and PBr5 (93 g) in a dry Shlenk tube equipped with a reflux condenser was heated under a nitrogen atmosphere to 120 C. A melt formed which was stirred under a nitrogen atmosphere for 3 hours at 100 C. The resultant purple melt was cooled to room temperature and transferred to a round bottom flask equipped with a drying tube by washing with CHCl3 (3×50 mL). The solution was cooled to 0 C. and dry MeOH (150 mL) was slowly added. The resultant brown solution was stirred overnight and then concentrated in vacuo to a slurry. Solid was recrystallised from MeOH (175 mL), filtered, washed with ice cold MeOH (3×50 mL) and sucked dry, giving 2 as white needles (8.29 g, 72%) 1H NMR (299.9 MHz, CDCl3) delta 8.46 (s, 2H, Ar-H), 4.04 (s, 6H, -OCH3) ppm; 13C NMR (125.7 MHz, CDCl3) delta 164.36 (carbonyl), 149.42 (aromatic), 135.37 (aromatic), 131.66 (protonated aromatic), 53.83 (methyl) ppm; Anal. Calcd. for C9H8NO4Br: C: 39.43, H: 2.94, N: 5.11, Found: C: 39.68, H: 2.92, N: 5.09; m.p. 166-167 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,499-51-4, its application will become more common.

Reference:
Patent; Medical Research Council; University of Otago; US2004/29851; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 499-51-4, 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. 499-51-4, name is 4-Hydroxypyridine-2,6-dicarboxylic acid. A new synthetic method of this compound is introduced below.

15 g of monohydric chelidamic acid (0.075 mol, I eq.) are dissolved in 120 mE of thionyl chloride under argon. The suspension is cooled to 00 C. and 3 mE DMF are added. The reaction mixture is then stirred for 12 hours with reflux. Volatiles are evaporated afier several toluene additions to remove the last traces of SOd2. The resulting yellowish solid is then dissolved in methanol and the mixture is refluxed for 12 hours to complete the reaction. After evaporation of the solvent, the residue is taken up by dichloromethane and washed successively with a saturated solution of NaHCO3, water and brine. The organic phase is then dried on Na2SO4, filtered and evaporated. Pure compound 12 is obtained by recrystallization in methanol to obtain 8.3of white crystalline powdet (R=44%). ?H-NMR (300 MHz, CDC13) oe (ppm)=8.29 (s,2H), 4.03 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,499-51-4, its application will become more common.

Reference:
Patent; ECOLE NORMALE SUPERIEURE DE LYON; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE CLAUDE BERNARD LYON I; COMMISSARIAT A L’ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES; MAURY, Oliver; GIRARD, Eric; ENGILBERGE, Sylvain; RIOBE, Francois; (76 pag.)US2018/362550; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 499-51-4, 4-Hydroxypyridine-2,6-dicarboxylic acid, 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, Application In Synthesis of 4-Hydroxypyridine-2,6-dicarboxylic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Hydroxypyridine-2,6-dicarboxylic acid

Chelidamic acid (5 g, 27 mmol) was mixed with phosphorus pentabromide (58 g, 135 mmol) and heated to 80C for 2 h. The resulting mixture was cooled to room temperature, chloroform (50 ml_) was added and the mixture was filtered. The filtrate was cooled to 0C, methanol (90 ml_) was added in small portions and the resulting suspension was filtered off and dried under vacuum at 50C to afford dimethyl 4-bromopyridine-2,6-dicarboxylate (7 g, 93%). 1H NMR: dH (300 MHz, DMSO-d6) 8.43 (2H, s), 3.93 (6H, s).

The synthetic route of 499-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MIRONID LIMITED; ADAM, Julia Mary; ADAMS, David Roger; KULKARNI, Santosh Shripad; NANDURDIKAR, Rahul Shripad; (131 pag.)WO2019/193342; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem