Pyridine-derivatives

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 58757-38-3, name is 6-Chloronicotinoyl chloride. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H3Cl2NO

4-Aminoresorcinol HCI (620 mg, 2.8 mmol) was slurried in THF (10 ml) and triethylamine (1.6 ml, 3 eq) was added. To the stirred solution, cooled with an ice-bath, 6-chloronicotinoyl chloride (2.0 g, 3 eq) dissolved in THF (15 ml) was added dropwise. After the addition the mixture was allowed to stir for 3 days at rt. The reaction was poured out on ice and the solid was filtered. The wet solid was dissolved in THF (25 ml) and ethanol (25 ml) by heating. 2 M NaOH (20 ml) was added dropwise to the still warm solution. After 10 min the organic solvent was removed on the rotory evaporator and the mixture dissolved by adding more water. The solution was neutralized wit 6 M HCI (6 ml) and the solid was filtered to give 6-chloro-N-(2,4-dihydroxyphenyl)pyridine-3- carboxamide (0.71 g, 71% yield, m/z (M-l) 263.1).

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, 58757-38-3, 6-Chloronicotinoyl chloride.

Reference:
Patent; KARIN & STEN MORTSTEDT CBD SOLUTIONS AB; SOHN, Daniel Dungan; (185 pag.)WO2019/197502; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153034-78-7 ,Some common heterocyclic compound, 153034-78-7, molecular formula is C6H5FIN, 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.

A solution of diisopropylamine (4.3 mL, 30.5 mmol) in THF (50 mL) at -78 C. was treated with 2.5M n-butyllithium in hexanes (12.2 mL, 30.5 mmol), stirred for 30 minutes, treated dropwise with a solution of 2-fluoro-3-iodo-5-methylpyridine (7.24 g, 30.5 mmol) in THF (30 mL), stirred for 4 hours, quenched with water, and extracted with diethyl ether. The combined extracts were washed sequentially with Na2S2O3, water, and brine, dried (MgSO4), filtered, and concentrated to provide 6.3 g (87%) of the desired product. MS (DCI/NH3) m/z 238 (M+H)+; 1H NMR (CDCl3) delta 7.99 (s, 1H), 7.43 (d, 1H), 2.38 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153034-78-7, its application will become more common.

Reference:
Patent; Claiborne, Akiyo K.; Gwaltney, II, Stephen L.; Hasvold, Lisa A.; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Rockway, Todd W.; Sham, Hing L.; Sullivan, Gerard M.; Tong, Yunsong; Wang, Gary; Wang, Le; Wang, Xilu; Wang, Wei-Bo; US2002/115640; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 71902-33-5, name is 3,5-Difluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 71902-33-5

Into a 500 ml reaction flask, 400 ml of dichloromethane and 113.3 g of m-chloroperoxybenzoic acid were successively introduced.Water bath insulation drop between 25-30 °CA mixed solution of 57.5 g of 3,5-difluoropyridine and 100 ml of dichloromethane.Continue to stir at 25-30 ° C until the system becomes cloudy.After the reaction, 50 ml of 60percent potassium hydroxide aqueous solution was added, and the mixture was stirred for 0.5 hours, and then left to stand for liquid separation.Extract 300 times with 300 ml of dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated to give 58.8 g of product.98..6percent.

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Reference:
Patent; Zhejiang Xingyue Pharmaceutical Technology Co., Ltd.; Tang Yang; Xu Zhigang; Ying Lv; Hu Junbin; Chen Qingquan; (5 pag.)CN109336810; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1659-31-0, 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.1659-31-0, name is Dipyridin-2-yl carbonate, molecular formula is C11H8N2O3, molecular weight is 216.19, as common compound, the synthetic route is as follows.

Step 2 To a suspension of sodium hydride, 60% in mineral oil (0.652 g, 16.31 mmol) in THF (25 mL) was added 3,3-difluoro-2-methylbutan-2-ol (1.84 g, 14.82 mmol) at 0 C. After stirring 30 min, the solution was transferred to a solution of di(pyridin-2-yl) carbonate (3.20 g, 14.82 mmol) in THF (25 mL) through a cannula. The formed slurry was stirred at 0 C. for 30 min. The slurry was warmed to rt and stirred for 2 h. The reaction was diluted with EtOAc, washed with brine, dried over MgSO4, filtered, concentrated to give a residue that was purified by Biotage eluting with 10-50% EtOAc in hexanes to afford the desired product 3,3-difluoro-2-methylbutan-2-yl pyridin-2-yl carbonate (500 mg, 13.76%) as an oil that later crystallized to a white solid upon standing. 1H NMR (500 MHz, CHLOROFORM-d) delta 8.43 (ddd, J=4.9, 2.0, 0.7 Hz, 1H), 7.95-7.75 (m, 1H), 7.31-7.24 (m, 1H), 7.15 (dt, J=8.2, 0.8 Hz, 1H), 1.72 (s, 6H), 1.77-1.66 (m, 3H).

The chemical industry reduces the impact on the environment during synthesis 1659-31-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael; US2013/115190; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74115-12-1 , The common heterocyclic compound, 74115-12-1, name is 5-Chloro-3-hydroxypyridine, molecular formula is C5H4ClNO, 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 14; Preparation of 3-chloro-N-[(lS)-1-(4-chlorophenyl) ethyl]-5-(methoxymethoxy)-4-pyridine- carboxamide (Compound 179); Step A: Preparation of 3-chloro-5- (methoxymethoxy) pyridine; To a solution of 5-chloro-3-hydroxypyridine (Aldrich, 5 g, 39 mmol) in acetonitrile (60 mL) was added chloromethyl methyl ether (3.11 g, 39 mmol) followed by potassium carbonate (10.78 g). The mixture was heated at 60 C for 18 h and then diluted with water (100 mL). The aqueous layer was extracted with ethyl acetate (4 x 100 mL). The combined organic layers were dried (MgSO4), and the solvent was evaporated under reduced pressure to leave the title compound as a yellow oil (5.5 g). 1H NMR (CDC13) 8 3.49 (s, 3H), 5.30 (s, 2H), 7.42 (s, 1H), 8.26 (s, 1H), 8. 31 (s, 1H)

The synthetic route of 74115-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. DUPONT DE NEMOURS AND COMPANY; WO2005/70889; (2005); 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. 581-45-3, name is 4-(Piperidin-4-yl)pyridine. A new synthetic method of this compound is introduced below., Product Details of 581-45-3

Following the procedure of Example 74 using 5,5-Dioxo-2-(4-nitrobenzoxy-carbonylamino)dibenzothiophene (Example 24) and the appropriate amine the following compounds were prepared.

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Reference:
Patent; Block, Michael Howard; Donald, Craig Samuel; Brittain, David Robert; Foote, Kevin Michael; US2003/225097; (2003); 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. 7169-97-3, name is N-(5-Bromopyridin-2-yl)acetamide, the common compound, a new synthetic route is introduced below. SDS of cas: 7169-97-3

EXAMPLE 295 5-[3-(3,4,8,9-Tetrahydro-6-methoxy-3,3,8,8-tetramethylfuro[2,3-h]isoquinolin-1-yl)phenyl]-2-pyridinamine A solution of sodium carbonate (198 mg, 1.86 mmol) in water (1 mL) and tetrakis(triphenylphosphine)palladium(0) (55 mg, 0.0475 mmol) were added to a solution of N-(5-bromo-2-pyridinyl)acetamide (243 mg, 1.13 mmol) and 3-cyanophenylboronic acid (249 mg, 1.70 mmol) in 1,2-dimethoxyethane (2 mL) and ethanol (1 mL) and the mixture was stirred at 80 C for 15 hours. Water was poured into the reaction mixture, which was extracted twice with tetrahydrofuran. The combined organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resultant crystals were washed with diethyl ether to obtain N-[5-(3-cyanophenyl)-2-pyridinyl]acetamide (205 mg, yield: 77%). 1H NMR (CDCl3) delta 2.25 (3H, s), 7.54-7.92 (5H, m), 8.02 (1H, br s), 8.32 (1H, d, J = 8.0 Hz), 8.48 (1H, d, J = 2.2 Hz).

The synthetic route of 7169-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1270577; (2003); 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. 71701-92-3, name is 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H2BrClF3N

n-BuLi (1.57M solution in hexane; 64 ml_, 0.10 mol) is added dropwise to a solution of 3- bromo-2-chloro-5-trifluoromethylpyridine (20.00 g, 0.077 mol), DMF (7.72 ml_, 0.10 mol) in toluene (400 ml_) at -650C. After stirring at the same temperature for 30 min, the mixture is quenched by addition of 1 N HCI and extracted with ethyl acetate. The organic layer is washed with water, brine, dried over magnesium sulfate, filtered and concentrated to give crude 2-chloro-5-trifluoromethylpyridine-3-carbardehyde.

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Reference:
Patent; NOVARTIS AG; WO2008/58967; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6302-02-9, 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 6302-02-9 as follows.

EXAMPLE 19 2-Guanidino-4-methyl-5-(2-pyridyl)thiazole (0.16 g) was obtained according to substantially the same manner as that of Example 17 from 1-(2-pyridyl)acetone (2.8 g) and N-amidinothiourea (1.18 g). mp 166-168 C. IR (Nujol): 3440, 3400, 3270, 3080, 1630, 1600, 1580, 1540, 1520, 1420, 1320, 1240 cm-1 NMP (DMSO-d6, delta): 2.42 (3H, s), 6.8-7.1 (1H, m), 7.36 (1H, d, J=7 Hz), 7.5-7.8 (1H, m), 8.33 (1H, d d., J=2 Hz, 7 Hz) Mass. 233 (M+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6302-02-9, its application will become more common.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4649146; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 94166-64-0, 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 94166-64-0 as follows.

In a 20 ml microwave vial, 2-chloro-6-nitropyridine (1.0 g, 6.3 mmol) was dissolved in dioxane (10 ml) and piperidine-4-carboxamide (1.05 g, 1.3 eq) was added followed by Hunig’s base (3.3 ml, 3 eq). The reaction was subjected to in the microwave for 2.5 h at 180 C. The reaction mixture was diluted with water, the mixture was extracted twice with hot ethyl acetate, treated with brine, dried with MgS04, filtered and the solvent was removed in vacuo to give the crude product. The crude product was refluxed with DCM (10 ml), the solution was allowed to cool and washed with DCM to give the purified crude product as a solid. The solid was recrystallized from 2% hexane/ ethyl acetate to give [l-(6-nitropyridin-2-yl)piperidine-4-carboxamide (0.53 g solid, 33% yield, HPLC Rf 2.18 min, MS m/z (M+l) 251.3, (M-l) 249.2). TLC ethyl acetate Rf 0.26.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94166-64-0, its application will become more common.

Reference:
Patent; KARIN & STEN MORTSTEDT CBD SOLUTIONS AB; SOHN, Daniel Dungan; (185 pag.)WO2019/197502; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem