Category: pyridine-derivatives

Application of 94220-38-9, 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. 94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, molecular formula is C7H6ClN3, 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.

EXAMPLE 1 7-Allylamino-5-methyl-1H-pyrazolo[4,3-b]pyridine (E1) STR15 A mixture of 7-chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (D4) (1.0 g, 0.006 mole) and allylamine (60 g) in water (100 ml) was heated under reflux for 12 days. On cooling the reaction mixture was evaporated to dryness, basified to pH8 with 10% sodium carbonate solution and the resulting solid filtered off. Recrystallisation from chloroform/pentane gave the product as white solid (1.0 g). m.p. 172-174 C. delta(d6 DMSO): 2.40 (3H, s); 3.91 (2H, d, J=6.5 Hz); 3.4-5.0 (1H, br.s exchanges with D2 O); 5.00-5.50 (2H, m); 5.68-6.05 (1H, m); 6.15 (1H, s); 6.4-6.7 (1H, br.s exchanges with D2 O); 7.85 (1H, s). Found: C, 63.57; H, 6.35; N, 29.88. C10 H12 N4 requires C, 63.81; H, 6.43; N, 29.77%.

According to the analysis of related databases, 94220-38-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beecham Group p.l.c.; US4670432; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 727356-19-6, 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.727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

Example 27(6-Bromo-pyridin-2-yl)-inethanol (1.Og) is dissolved in methylene chloride (10ml) and thereto is added thionyl chloride (427mul) under ice- cooling, and the mixture is stirred at the same temperature for 15 minutes. To the reaction solution is added a saturated aqueous sodium bicarbonate solution, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue and (3,5-bis- trifluoromethyl-benzyl)-5-bromopyrimidin-2-yl)-amine (2.12g) is dissolved in N,N-dimethylformamide (20ml), and thereto is added sodium hydride (62%) (226mg) under ice-cooling, and mixture is stirred at room temperature overnight. To the reaction solution are added diethyl ether and water, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = l:0?19: l) to give (3,5- bis-trifluoroinethyl-benzyl)-(5-brorno-pyrirnidin-2-yl)-(6-brorno-pyridin-2- ylmethyl)-amine (2.7g). MS (m/z): 569/571 [M+H]+

Statistics shows that 727356-19-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(chloromethyl)pyridine.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88999; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1461602-59-4, 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. 1461602-59-4, name is 3-(Methylamino)isonicotinic Acid. A new synthetic method of this compound is introduced below.

3-(Methylamino)isonicotinic acid (4.00 g, 26.3 mmol), 1-hydroxybenzotriazole (10.7 g, 78.9 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (15.1 g, 78.9 mmol) and ammonium chloride (5.63 g, 105 mmol) were dissolved in N,N-dimethylformamide (5 mL). The reaction solution was stirred at 25 C. for 24 hours. The reaction was quenched by adding water (100 mL). The mixture was extracted with isopropanol/chloroform (1:3) (50 mL*2). The organic phases were combined, concentrated under reduced pressure. Methylene chloride/methanol (10:1, 30 mL) was added into the residue and then stirred for 10 minutes, followed by filtration. The filter cake was dried to give 3-(methylamino)isonicotinamide (3.50 g, yellow solid) with a yield of 88%. 1H NMR: (400 MHz, DMSO-d6) delta8.09 (s, 2H), 7.80 (d, J=5.2 Hz, 1H), 7.62-7.61 (m, 1H), 7.52-7.48 (m, 1H), 7.43 (d, J=5.2 Hz, 1H), 2.84 (d, J=5.2 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1461602-59-4, its application will become more common.

Reference:
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Linyun; CHEN, Xiaoxin; ZHANG, Peng; LIU, Xing; ZHANG, Li; LIU, Zhuowei; CHEN, Shuhui; LONG, Chaofeng; (75 pag.)US2018/148451; (2018); 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. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H5BrFN

Copper cyanide (1.87 g, 0.021 mol) was added at room temperature to a sealed tube containing a solution of 3-bromo-5-fluoro-4-methylpyridine (E; 2.0 g, 0.0105 mol) in dimethylformamide (20 mL). The reaction mixture was heated to 150 C for 16 h. It was then cooled to RT, quenched with 20% aqueous ammonia (30 mL) solution and stirred for 5 min. The reaction mixture was extracted with diethyl ether (2 x 100 mL). The organic layers were washed with water (2 x 50 mL), dried over anhydrous sodium sulphate and concentrated to afford 5-fluoro-4-methylnicotinonitrile. 1H NMR (400 MHz, CDC13) delta 8.62 (s, 1 H), 8.56 (s, 1 H), 2.56 (s, 3 H).

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, 1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; RATCLIFFE, Paul; TAYLOR, Jerry Andrew; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43520; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 713143-67-0, 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 713143-67-0 as follows.

In anhydrous THF (5 mL) was dissolved the Step 2 compound (0.9 g, 4.80 mmol), to which was added Li i Pr2NH (1.8 M in THF) (3.0 mL, 4.80 mmol) at -78 C. After stirring for 10 min, n-BuLi (1.6 M in THF) (6.0 mL, 9.61 mmol) and diethylchlorophosphonate (0.96 mL, 4.80 mmol) were slowly added. After stirring for 2 h, the mixture was extracted with ethyl acetate and washed twice with saturated aqueous sodium chloride solution. The organic layer was dried over MgSO4 and filtered. The filtrate was concentrated and purified by silica gel column chromatography (CH2Cl2:CH3OH=20:1) to give the title compound (0.55 g, 1.56 mmol). [777] 1H-NMR (300 MHz, CDCl3) delta 1.29(t, J = 6.9 Hz, 7.2 Hz, 6H), 3.46 (d, J = 21.9 Hz, 2H), 4.09~4.16(m, 4H), 7.06~7.12(m, 1H), 7.24~7.49 (m, 4H), 7.82 (dd, J = 2.4 Hz, 2.4 Hz, 1H), 8.76 (d, J = 2.4 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,713143-67-0, its application will become more common.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; LG LIFE SCIENCES LTD.; LEE, Sun Kyung; SONG, Jong Whan; LIM, Dong Chul; CHO, Woo Young; PARK, Chul Min; WO2011/162562; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 846036-96-2, name is (4-Amino-6-chloropyridin-3-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H7ClN2O

Scheme 8 compound 4 (600 mg, 3.77 mmol) was dissolved in THF (50 mL). To this solution was added Mn02 (3.32 g, 37.7 mmol) in one portion. The resulting mixture was stirred at RT for 5 h. TLC showed the reaction completed. The solid Mn02 was filtered out. The filtrate was concentrated to give compound 5 (3.7 g, yield: 86.5%>) as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 846036-96-2.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 77837-09-3, 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 77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Example 1-3 Synthesis of 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylic acid [0042] After 750 mg (3.27 mmol) of methyl 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylate was dissolved in 9 mL of methanol and 3 mL of water, 235 mg (9.81 mmol) of lithium hydroxide was added to the solution. Afterward, the resulting reaction solution was stirred at about 50 C. for about 5 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo, followed by addition of aqueous HCl to titrate a pH of the reaction product to pH 2. After filtration of the resulting solid compound (Actual yield: 470 mg, Percent yield: 67%), the resulting compound was used without purification. [0043] 1H-NMR (DMSO-d6,200 MHz) delta8.18 (s, 1H), 7.88 (d, 1H), 7.49 (m, 5H), 6.54 (d, 2H)

According to the analysis of related databases, 77837-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SK BIOPHARMACEUTICALS CO., LTD.; Maeng, Cheol Young; Jang, Young Koo; Cha, Su Bong; Shin, Hye Won; Joung, Chan Mi; Cha, Hwa Ryun; Yi, Eun Jung; US2013/317059; (2013); 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

To a solution of 2-chloro-3-amino-5(trifluormethyl)pyridine (0.78 g, 3.97 mmol) in dichloromethane (10 ml) are added subsequently at 0 C. glacial acetic acid (5 ml), acetone (0.62 g, 10.7 mmol) and borane-dimethyl sulfide (0.33 g, 4.37 mmol). After warming to room temperature the resulting solution is stirred for 16 h. The reaction mixture is cooled to 0 C., and then a 25% aqueous ammonia solution is added until a pH of 8 is reached. After addition of water (5 ml) the aqueous phase is removed and extracted three times with dichloromethane (40 ml). The combined organic phases are dried over magnesium sulfate, filtered and concentrated to dryness. Yield: 0.60 g (63%). 1H-NMR (CD2Cl2, 400 MHz: delta=1.28 (d, 6H), 3.60-3.72 (m, 1H), 4.5 (br s, 1H), 7.02 (s, 1H), 7.89 (s, 1H).

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, 72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine.

Reference:
Patent; BASF SE; US2012/319050; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 52605-96-6, 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 52605-96-6 as follows.

Example 32: N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3- {4- [6- (cyclopropylmethyl-amino)-5-methoxy-pyridin-3-yl]- [1, 2,3] triazol-1-yl}-4-methyl- benzamide; A mixture of 2.00 g (13.9 mmol) of 2-chloro-3-methoxypyridine (Lancaster) in 13.3 mL of aminomethylcyclopropane was heated at 125 C in a sealed tube for 4 days. The mixture was then cooled to room temperature and partitioned between Et20 and water. The aqueous layer was washed with Et2O, and the combined extracts were washed with brine, dried with MgS04, filtered, and concentrated. The residue was passed through a plug of silica gel with CHUCK to provide 1.25 g (7.01 mmol; 50%) of 2- cyclopropylmethylamino-3-methoxypyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52605-96-6, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/90333; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1029720-23-7, 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 1029720-23-7, name is Methyl 3-(dibromomethyl)picolinate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of 25-28 (3.08g, 0.01mol) and hydrazine hydrate (2.00g, 0.04mol) in methanol (50mL) was stirred under reflux for 5h. The solvent was evaporated under reduced pressure, and the residue was recrystallized from MeOH-H2O (9:1).

According to the analysis of related databases, 1029720-23-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O.; Tetrahedron; vol. 69; 33; (2013); p. 6799 – 6803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem