Category: 17874-79-2

Reference of 17874-79-2 ,Some common heterocyclic compound, 17874-79-2, molecular formula is C8H7NO4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

5-(methoxycarbonyl)pyridine-2-carboxylic acid (100 mg, 0.55 mmol) was dissolved in acetonitrile (1 mL). Triethylamine (0.230 mL, 1.66 mmol) and O-benzotriazol-1-yl- tetramethyluronium hexafluorophosphate (314 mg, 0.83 mmol) were added. The reaction mixture was stirred at rt for 5 min. 3,3,3-trifiuoropropylamine hydrochloride (83 mg, 0.55 mmol) was added and the reaction mixture was stirred at ambient temperature for 2h. The solvent was removed in vacuo and the crude was partioned between ethyl acetate and IM sodium hydroxide. The organic layer was dried over magnesium sulfate and concentrated in vacuo. The crude was purified by column chromatography using a gradient of ethyl acetate in heptane yieded 38 mg (25%) of the title compound as a white solid; 1H NMR (400 MHz, DMSOtZ6) delta ppm 9.17 (t, 1 H), 9.11 (d, 1 H), 8.48 (dd, 1 H), 8.18 (d, 1 H), 3.92 (s, 3 H), 3.53 – 3.60 (m, 2 H), 2.54 – 2.66 (m, 2 H); MS (ESI) m/z 277 [M+H+], m/z 275 [M-H+];

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. 17874-79-2, 5-(Methoxycarbonyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2008/130320; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid, the common compound, a new synthetic route is introduced below. Product Details of 17874-79-2

A solution of 5-(methoxycarbonyl)picolinic acid (3.33 g, 18.4 mmol) in a mixture of pyridine (20 mL) and N,N-dimethylformamide (35 mL) was treated with 1,1′-carbonyldiimidazole (3.28 g, 20.2 mmol) at 45 C. for 2 hours. After cooling, 2,3-diaminobenzamide (HCl salt) (4.12 g, 18.4 mmol) was added and the mixture stirred at room temperature overnight. The mixture was concentrated and the residue used in the next step without further purification.

The synthetic route of 17874-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2009/30016; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid, molecular formula is C8H7NO4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Quality Control of 5-(Methoxycarbonyl)picolinic acid

5-(methoxycarbonyl)pyridine-2-carboxylic acid (100 mg, 0.55 mmol) was dissolved in thionyl chloride (2 mL). The reaction mixture was stirred at ambient temperature for 5 min and a few drops of 7V,7V-dimethylformamide was added. The reaction mixture was stirred at ambient temperature for 5 h. The solvent was removed in vacuo and the crude was added toluene which was evaporated again three times in order to get rid of all thionyl chloride. The crude was dissolved in dry dichloromethane (5 mL) and cooled to 0 0C. A solution of 2,2,2-trifluoroethylamine (176 muL, 2.21 mmol) in dichloromethane (2ml) and slowly added to the reaction mixture. The reaction mixture was stirred at ambient temperature over night. The solvent was removed in vacuo and the crude was partioned between ethyl acetate and IM sodium hydroxide. The organic layer was washed with brine and dried over magnesium sulfate and concentrated in vacuo. Purification by column chromatography using a gradient of ethyl acetate in heptane to yield 89 mg (62 %) of the title compound as a white solid; 1R NMR (400 MHz, DMSO-J6) delta ppm 9.50 (t, 1 H), 9.14 (d, 1 H), 8.51 (dd, 1 H), 8.21 (d, 1 H), 4.03 – 4.16 (m, 2 H), 3.93 (s, 3 H); MS (ESI) m/z 263 [M+H+], m/z 261 [M-H+].

With the rapid development of chemical substances, we look forward to future research findings about 17874-79-2.

Reference:
Patent; ASTRAZENECA AB; WO2008/130320; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid, the common compound, a new synthetic route is introduced below. name: 5-(Methoxycarbonyl)picolinic acid

Reference Example 2 N-(2-t-Butoxycarbonylaminophenyl)-5-methoxycarbonylpyridine-2-carboxylic acid amide (Reference Compound No.2-1) HATU (21 g, 55 mmol) was added to a solution of 2-aminophenylcarbamic acid t-butyl ester (Reference Compound No.1-1, 10 g, 50 mmol), 5-methoxycarbonylpyridine-2-carboxylic acid (10 g, 55 mmol), and N-methylmorpholine (11 mL, 100 mmol) in DMF (100 mL), and then the reaction mixture was stirred at room temperature for 20 hours. Water (300 mL) was added thereto, and then the whole was extracted with ethyl acetate (300 mL) three times. The organic layer was washed with brine (200 mL), and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the obtained solid was collected by filtration to give 15 g of the title reference compound as a pale brown solid. (Yield 79%) 1H-NMR (400 MHz, CDCl3) delta 1.53 (s, 9H), 4.01 (s, 3H), 6.90 (br s, 1H), 7.20-7.25 (m, 2H), 7.51 (m, 1H), 7.82 (m, 1H), 8.38 (dd, J = 8.1, 0.7 Hz, 1H), 8.50 (dd, J = 8.1, 2.1 Hz, 1H), 9.18 (dd, J = 2.1, 0.7 Hz, 1H), 10.28 (br s, 1H)

The synthetic route of 17874-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santen Pharmaceutical Co., Ltd; EP2133339; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17874-79-2, Adding some certain compound to certain chemical reactions, such as: 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid,molecular formula is C8H7NO4, 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 17874-79-2.

[00455] To a solution of 5-methoxycarbonylpyridine-2-carboxylic acid (0.5 g, 2.76 mmol) in DCM (10 mL) was added (COCl2)2 (1.7 g, 13.8 mmol) and a drop of DMF at 0C, the resulting mixture was stirred at room temperature (approximately 25 C) for 1 hour, at which point TLC showed the reaction was over. The reaction mixture was concentrated to give methyl 6-chlorocarbonylpyridine-3-carboxylate. To a solution of EtMgBr (2.76 mL, 1 M in THF, 2.76 mmol) was added a solution of indol (315 mg, 2.7 mmol) in ether (anhydrous, 10 mL). The resulting two-phase system was allowed to stand for 15 min under stirring whereupon ZnCl2 (370 mg, 2.7 mmol) was added with stirring. The two-phase system was allowed to stand for 30 min when compound methyl 6- chlorocarbonylpyridine-3-carboxylate (560 mg, 2.76 mmol) in anhydrous ether (5 ml) was added. The reaction mixture was stirred at room temperature (approximately 25 C) for 2 hours, whereupon NFLC1 (15 ml) was added. The reaction mixture was diluted with water, extracted with DCM, dried over Na2S04, concentrated and purified by SGC (PE: EA=l5:l) to give the title compound, yield 24%, as a yellow syrup. 1H NMR (300 MHz, DMSO-de) 4.03 (s, 3H), 6.66 (d, J = 4.0 Hz, 1H), 7.31-7.42 (m, 2H), 7.60 (d, / = 7.6 Hz, 1H), 7.92 (d, / = 3.6 Hz, 1H), 8.16 (d, J = 8.0 Hz, 1H), 8.52-8.54 (m, 2H), 9.32 (s, 1H), MS (ESI+): m/z calc for[CieH NiOs] 280.08, Found: 281.6[M+H]+.

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. 17874-79-2, 5-(Methoxycarbonyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BETH ISRAEL DEACONESS MEDICAL CENTER, INC.; CHAIKOF, Elliot; SUN, Lijun; (224 pag.)WO2019/195682; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17874-79-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid, molecular formula is C8H7NO4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

10314] Dimethyl-2,5-pyridinedicarboxylate (960 mg, 4.9mmoles) and CaC12 (2.198 g, 19.7 mmoles) were added to a dried flask. THF (11 mE) and EtOH (12 mE) were added, and the resulting suspension was stirred on ice for 30 minutes. NaI3H4 (465 mg, 12.3 mmoles) was added portion wise with stirring. The reaction was allowed to come to room temperature overnight. Afier 18 h, the reaction was quenched by the dropwise addition of an aqueous solution of NH4C1 (saturated aqueous NH4C1 [20 mE] plus H20 [40 mE]) while stirring on ice. The aqueous layer was extracted with DCM (4×30 mE) and the combined organics were dried over Na2SO4(s) and concentrated under reduced pressure to afford the crude alcohol (678 mg) as a pale yellow solid. The crude alcohol was dissolved in dry DCM (45 mE), after which Dess-Martin periodinane (2.6 g, 6.1 mmoles) was added portion wise while stirring on ice. After 6 h, the reaction was quenched by the dropwise addition of a solution of 5% Na2S2O3 in half saturated NaHCO3 (80 mE). The aqueous layer was extracted with DCM (3×40 mE). The combined organics were dried over Na2SO4(s) and concentrated under reduced pressure to afford the title compound (504 mg, 62%) as a pale yellow solid. ?H NMR (400 MHz, CDC13) oe 10.16 (s, 1H), 9.38 (dd, J=0.5, 2.0 Hz, 1H), 8.49 (dd, J=2.0, 8.0 Hz, 1H), 8.05 (dd, J=0.5, 8.0 Hz, 1H), 4.02 (s, 1H); ?3C NMR (100 MHz, CDC13) oe 192.6, 164.8, 154.9, 151.2, 138.3, 121.1, 52.9; HRMS (El) mlz 165.0415 [calc?d for C8H7N03 (M) 165.042 1]

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 17874-79-2, 5-(Methoxycarbonyl)picolinic acid.

Reference:
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; RAINES, Ronald T.; Vasta, James; (50 pag.)US2016/280701; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem