Day: July 22, 2021

Electric Literature of 939-23-1, 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 939-23-1, name is 4-Phenylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 90 4-Phenylpyridine (15.5 g., 0.1 mole) dissolved in 185 ml. of absolute ethanol and 15 ml. of concentrated hydrochloric acid was reduced with hydrogen over 2 g. of platinum oxide under a hydrogen pressure of about 55 pounds p.s.i.g. The product was worked up in the manner described above in Example 72 and isolated in the form of the hydrochloride salt to give 15.3 g. of 4-cyclohexylpiperidine hydrochloride. (The free base gives m.p. 106-109 C.)

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 939-23-1, 4-Phenylpyridine.

Reference:
Patent; Sterling Drug Inc.; US4160862; (1979); A;,
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.942947-95-7, name is 2-Amino-5-bromo-4-chloro-3-nitropyridine, molecular formula is C5H3BrClN3O2, molecular weight is 252.45, as common compound, the synthetic route is as follows.HPLC of Formula: C5H3BrClN3O2

To a solution of tert-butyl 4-(2-(methyl(thiazol-2-yl)amino)-2-oxoethyl)piperazine-1-carboxylate (0.20 mmol) in dichloromethane (2 ml) was added trifluoroacetic acid (2.0 ml). The reaction mixture was stirred at room temperature for 1.5 h, then the solvents were removed under reduced pressure to afford N-methyl-2-(piperazin-1-yl)-N-(thiazol-2-yl)acetamide as the TFA salt that was dried in vacuo. To a mixture of this material (supposedly 0.20 mmol) and isopropanol (3.8 ml) was added 2-amino-5-bromo-4-chloro-3-nitropyridine (0.050 g, 0.20 mmol) followed by diisopropylethylamine (0.126 g, 0.97 mmol). The reaction mixture was stirred at 45 C. for 20 h, then allowed to cool to room temperature and the solvents were removed in vacuo. The residue was absorbed on silica gel and the free running powder was placed on a 10 g isolute silica column which was eluted with 20% to 40% ethyl acetate in dichloromethane. The title compound was obtained as a yellow solid (0.042 g, 46%); 1H-NMR (500 MHz, DMSO-d6) 2.69 (br s, 4H, piperazine N(CH2)2), 3.08 (br s, 4H, piperazine N(CH2)2), 3.63 (s, 2H, NCH2CO), 3.70 (s, 3H, N-CH3), 6.98 (s, 2H, NH2), 7.27 (d, J=3.6 Hz, 1H, thiazole H), 7.53 (d, J=3.6 Hz, 1H, thiazole H), 8.17 (s, 1H, 6-H);LC (Method B)-MS (ESI, m/z) Rt=2.75 min-456, 458 [(M+H)+, Br isotopic pattern].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,942947-95-7, 2-Amino-5-bromo-4-chloro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH; US2009/247507; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 884495-36-7, 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 884495-36-7, name is 6-Chloro-2-methylnicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 6-chloro-2-methylpyridine-3-carboxaldehyde (1.87 g, 12.0 mmol), (4- hydroxy-phenylsulfanyl)-acetic acid tert-butyl ester (2.48 g, 10.7 mmol) and K2CO3 (0.830 g, EPO 6.00 mmol) in DMF (20 mL) was heated at 125 C for 1 h. The mixture was cooled to room temperature and DMF was removed. Aqueous work-up and purification by flash chromatography on basic Al2O3 gel (CH2Cl2/hexanes, 1 :1 in v/v) afforded [4-(5-formyl-6- methyl-pyridin-2-yloxy)-phenylsulfanyl]-acetic acid tert-butyi ester as a pale yellow solid (0.481 g, 13%). 1H NMR (CDCl3) delta 1.42 (s, 9H), 2.72 (s, 3H), 3.56 (s, 2H), 6.78 (d, IH, J= 8.4 Hz), 7.09-7.13 (m, 2H), 7.46-7.50 (m, 2H), 8.11 (d, IH, J= 8.4 Hz), 10.24 (s, IH).

According to the analysis of related databases, 884495-36-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANORMED INC.; WO2007/22371; (2007); A2;,
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. 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.

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, 71902-33-5, 3,5-Difluoropyridine.

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.

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, 581-45-3, 4-(Piperidin-4-yl)pyridine.

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