Day: August 10, 2021

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. 19621-92-2, name is 6-Oxo-1,6-dihydropyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 19621-92-2

To a solution of 6-hydroxypicolinic acid (13.0 g, 93.5 mmol) in methanol (150 mL) at room temperature was added HCl in dioxane (4N, 10 mL). The resulting mixture was stirred at room temperature for 48 hours. The reaction mixture was concentrated to give methyl 6-hydroxypicolinate (13 g, 90%) as a white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 19621-92-2, 6-Oxo-1,6-dihydropyridine-2-carboxylic acid.

Reference:
Patent; Ruf, Sven; Sadowski, Thorsten; Wirth, Klaus; Schreuder, Herman; Buning, Christian; Kallus, Christopher; Strobel, Hartmut; Wehlan, Hermut; US2014/296296; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 92914-74-4, Adding some certain compound to certain chemical reactions, such as: 92914-74-4, name is Isoxazolo[5,4-b]pyridin-3-amine,molecular formula is C6H5N3O, 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 92914-74-4.

Synthesis of exemplary compound 5: N-(1-(4-(Trifluoromethylthio)phenyl)-ethypisoxazolo[5,4-b]pyridin-3-amine 484 mg (2.2 mmol) of 4′-(trifluoromethylthio)acetophenone were added to a solution of 270 mg (2.0 mmol) of isoxazolo[5,4-b]pyridin-3-amine (intermediate VX001) in DCM (20 ml), and the mixture was stirred for 1 h at RT. 958 mul (6.0 mmol) of triethylsilane and 446 mul (6.0 mmol) of TFA were then added, and the reaction solution was stirred for 7 d at 60 C. After cooling to RT, the mixture was rendered basic with a sat. aq. NaHCO3 soln. The phases were separated, and the aqueous phase was again extracted with DCM. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. CC (EA/hexane 1:1) of the residue yielded 328 mg (1.0 mmol, 48%) of N-(1-(4-(trifluoromethylthio)phenyl)ethyl)-isoxazolo[5,4-b]pyridin-3-amine. MS: m/z 340.1 [M+H]+.

According to the analysis of related databases, 92914-74-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUNENTHAL GMBH; US2010/234419; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 152460-09-8, name is N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C16H13N5O2

Example 4: Preparation of 4-methyl-N-3-(4-pyridin-3-ylpyriinidin-2-vI)benzene-l,3-dianiineTo a solution of (2-methyl-5-nitrophenyl)-(4-pyridin-3-ylpyrimidin-2-yl)amine ( lOOg, 0.32mol) in methanol (600 ml), 10% palladium on carbon (5g, 50% wet) and aqueous hydrazine hydrate (81.45g, 80 %) were added at 25-30 C and reaction mixture was refluxed for 8 hours under inert atmosphere. After completion of reaction, the catalyst was removed by filtration and the solvent was distilled out completely under vacuum. The resulting residue was diluted with demineralized water (400 ml). The precipitated solid was filtered, washed with demineralized water and dried to give 88g (98%) of the title compound having purity 99.8% by HPLC.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 152460-09-8, N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; AGGARWAL, Ashvin, Kumar; JAIN, Anshul, Kumar; BHIRUD, Shekhar, Bhaskar; WADHWA, Lalit; WO2011/39782; (2011); A1;,
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. 69045-84-7, name is 2,3-Dichloro-5-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

General procedure: To a stirred solution of 4a (74.5 g, 410 mmol) in DMF (450 mL) was added NaH (60% dispersion in oil, 19.7 g, 491 mmol) at 0 C and the mixture was stirred at the temperature for 30 min. Then 2,3-dichloro-5-(trifluoromethyl)pyridine (60.0 mL, 433 mmol) was added to the mixture, which was allowed to warm to room temperature, and stirred at room temperature for 1 h and at 50 C for 1 h. The reaction was quenched with sat. NH4Cl on ice-bath and extracted with EtOAc and the combined organic layer was washed with water and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residual solid was purified by silica gel chromatography (hexane-EtOAc, 9:1 to 2:1) to give a pale-yellow solid, which was recrystallized from EtOAc/hexane to give 5a (79.0 g, 53%) as white crystals.

The synthetic route of 69045-84-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Tawaraishi, Taisuke; Imoto, Hiroshi; Yonemori, Jinichi; Hirose, Hideki; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3332 – 3358;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74784-70-6 ,Some common heterocyclic compound, 74784-70-6, molecular formula is C6H5F3N2, 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.

EXAMPLE 614-(Aminomethyl)-l-(7H-pyrrolor2,3-dlpyrimidin-4-yl)-N-(5-(trifluoromethyl)pyridin-2- yl)piperidine-4-carboxamide; 6 IA. ferf-Butyl 4-cyano-4-(5-(trifluoromethyl)pyridin-2-ylcarbamoyl)piperidine- 1 – carboxylateHATU (1121 mg, 2.95 mmol) was added in one portion to l-(tert-butoxycarbonyl)-4- cyanopiperidine-4-carboxylic acid (Example 26A) (500mg, 1.97 mmol) and DIPEA (1.030 ml, 5.90 mmol) in DMA (5ml) at 2O0C under nitrogen. The resulting solution was stirred at 20 0C for 10 minutes then 2-amino-5-(trifluoromethyl)pyridine (383 mg, 2.36 mmol) added. The reaction mixture was stirred at 50 0C for 6 hours then at 20 0C for 18 hours. The reaction mixture was diluted with EtOAc (50 mL), and washed sequentially with water (2 x 50 mL) and saturated brine (50 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 20 to 40% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford and triturated with diethyl ether to afford tert-butyl 4- cyano-4-(5-(trifluoromethyl)pyridin-2-ylcarbamoyl)piperidine-l -carboxylate (554 mg, 70.7 %) as a white solid.IH NMR (400.13 MHz, DMSO-d6) delta 1.42 (9H, s), 2.00 – 2.07 (2H, m), 2.25 (2H, d), 2.97 (2H, s), 4.04 (2H, d), 8.19 – 8.27 (2H, m), 8.80 (IH, t), 11.38 (IH, s) MS m/e M-H 397

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. 74784-70-6, 5-(Trifluoromethyl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2008/75110; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 82671-06-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 82671-06-5, name is 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

[0253] A mixture of 2,6-dichloro-5-fluoronicotinic acid (1.26 g, 6.0 mmol), 3-fluorophenethyl amine (1.25 ml_, 9.0 mmol), DIEA (3.14 ml_, 18 mmol) and MeCN (6 ml.) was refluxed for 48 hrs and concentrated. The residue was dissolved in EtOAc (120 ml_) and washed with saturated citric acid, water, brine, dried and concentrated. The organic layers were combined, dried (MgSO4) and concentrated. The residue was purified on RP-HPLC using a mixture of acetonitrile and H2O to give 6-chloro-5-fluoro-2-(3-fluorophenethylamino)nicotinic acid as a solid (920 mg, 49%). LRMS (M+H+) m/z 313.0.

According to the analysis of related databases, 82671-06-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTOKINETICS, INCORPORATED; WO2008/16643; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.COA of Formula: C5H3FIN

Hydrazine hydrate (12.50 mL, 256 mmol) was added dropwise to a solution of 2-fluoro-3-iodopyridine (preparation 26a, 5.72 g, 25.7 mmol) in ethanol (43 mL) and the resulting mixture was stirred at room temperature for 24 hours and then at 35 C for a further 24 hours. The solvent was then evaporated in vacuo and water was added. The white solid that formed was filtered, washed with water and dried to yield the title compound (2.78 g, 46%) as a white solid which was used without further purification. LRMS (m/z): 236 (M+1)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1620-75-3 ,Some common heterocyclic compound, 1620-75-3, molecular formula is C7H6N2, 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.

To a solution of 6-methylpyridine-2-carbonitrile (1 g, 8.46 mmol, 1 eq) in CCU (15 mL) was added NBS (1.51 g, 8.46 mmol, 1 eq) and AIBN (139.0 mg, 0.84 mmol, 0.1 eq). The mixture was stirred at 80 C for 16 hr. The reaction mixture was added H20 (30 mL) and extracted with EA (30 mL * 3). The combined organic layers were washed with brine (30 mL), dried with anhydrous Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (40 g SepaFlash Silica Flash Column, EA/PE: 0-10%) to afford two main spots. To afford 6-(bromomethyl)pyridine-2-carbonitrile (979 mg, crude) as yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1620-75-3, its application will become more common.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (472 pag.)WO2020/97389; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1211530-54-9, name is 5-(Bromomethyl)nicotinonitrile, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.SDS of cas: 1211530-54-9

Racemic 8-bromo-2,2-difluoro-2H-1 ,4-benzoxazin-3(4H)-one (50 mg, 0.189 mmol, intermediate 4), 5-(bromomethyl)-3-pyridinecarbonitrile (37.3 mg, 0.189 mmol, intermediate 24), potassium carbonate (52.3 mg, 0.379 mmol) and potassium iodide (0.314 mg, 1.894 mumol) were dissolved in DMF (3000 mul) in a 10 ml. round-bottomed flask open to the atmosphere and stirred at room temperature overnight. The reaction mixture was evaporated to dryness, redissolved in EtOAc (30ml) and treated with saturated aqueous sodium bicarbonate (30ml). The aqueous layer was extracted with EtOAc (2x30ml) and the organic layers were combined, washed with brine (30ml), dried over magnesium sulfate, filtered and evaporated to dryness to give the crude product (119mg) as a light brown oil. The crude product was purified on a 25+S Biotage silica cartridge, eluting with a 0 to 70% mixture of EtOAc in hexane. This gave an off-white solid (54 mg). 47 mg of this racemic mixture was resolved using a Chiralpak AS column eluting with heptane: ethanol (90:10) v/v pump-mixed. Using these conditions the faster- running enantiomer (20 mg, Compound 57 or 58) and the slower-running enantiomer (15 mg, Compound 57 or 58) were obtained in >99% enantiomeric excess. 1H NMR (CD3OD) delta: 1.45 (3H, d), 5.23 (1 H, q), 5.41 (2H, s), 7.18 (1 H, dd), 7.25 (1 H, t), 7.42 (1 H, dd), 8.14 (1 H, s), 8.78 (1 H, d), 8.84 (1 H, d). m/z [M+H]+: 345.9. Retention time 0.81 min (LC/MS method 3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211530-54-9, 5-(Bromomethyl)nicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 14254-57-0, 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. 14254-57-0, name is Isonicotinoyl chloride. A new synthetic method of this compound is introduced below.

To a solution of tert-butyl 4-(aminomethyl)-4-(4-cyclopropylpiperazin-1- yl)piperidine-1 -carboxylate (0.769 mmol, 1.0 equiv.) and triethylamine (2.5 equiv.) in dichloromethane (7 ml) was added isonicotinyl chloride (0.769 mmol, 1.0 equiv.) and the reaction mixture was stirred at room temperature for 2 h. The mixture was diluted with dichloromethane, successively washed with water and brine, dried over sodium sulphate and the solvent evaporated under reduced pressure to obtain the crude product which was purified by silica gel column chromatography. Yield: 70%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14254-57-0, Isonicotinoyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/109364; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem