Pyridine-derivatives

Application of 136888-20-5, 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. 136888-20-5, name is 5-Fluoro-3-nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

A suspension of S-fluoro-3-nitropyridin-2-ol (500 mg, 3.16 mmol) and cesiumcarbonate (2061 mg, 6.33 mmol) in DMF (8 mL) was stirred at rt for 10 mm, and 1-bromo-2-fluoroethane (723 mg, 5.69 mmol) was then added. The mixture was stirred at75 C for 4 h. Two products with the desired MS were detected. The mixture was dilutedwith ethyl acetate (15 mL) and filtered through Celite. The filtrate was concentratedunder vacuum to dryness. The residue was dissolved in ethyl acetate (100 mL), washedwith water (20 mL) and brine (20 mL), and dried over anhydrous Mg504. The desired product, 5 -fluoro- 1 -(2-fluoroethyl)-3 -nitropyridin-2( 1 H)-one (146 mg, 0.715 mmol, 22.61 % yield), was isolated as a yellow solid by ISCO (40 g solica gel, 30-50% ethyl acetate/hexane).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,136888-20-5, 5-Fluoro-3-nitropyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1207557-36-5, 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. 1207557-36-5, name is 6-Bromo-4-methoxypyrazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below.

To a 0C solution of 6- bromo-4-methoxypyrazolo[1,5-a]pyridine (0.75 g, 3.303 mmol) in DMF (33 mL) was slowly added POCl3 (0.92 mL, 9.909 mmol). The reaction was warmed to ambient temperature and stirred for 4 h and then diluted with H2O (30 mL). The resulting suspension was basified to pH 9-10 with 1 M NaOH(aq), then stirred for 1 h and vacuum filtered, then rinsed sequentially with H2O (25 mL) and MTBE (50 mL) to yield the title compound (0.76 g, 90% yield). MS (apci) m/z = 256.9 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1207557-36-5, 6-Bromo-4-methoxypyrazolo[1,5-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; REYNOLDS, Mark; EARY, Charles Todd; (467 pag.)WO2019/75114; (2019); 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. 884495-22-1, name is 5-Bromo-2-fluoropyridin-3-amine, molecular formula is C5H4BrFN2, 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. Computed Properties of C5H4BrFN2

N-{5-r3-(Dimethylamino)propyl1-2-fluoropyridin-3-yl)guanidine; Step 1 : 5-[3-(Dimethylamino)prop-l-yn-l-yl]-2-fluoropyridin-3-amine; A mixture of 5-bromo-2-fluoropyridin-3-amine (1.00 g, 5.24 mmol), N,N-dimethylprop-2-yn-1-amine (0.68 mL, 6.28 mmol), and cesium carbonate (3.41 g, 10.5 mmol) in DMF (25 mL) was degassed with argon for 15 min. To this slurry were added bis(acetonitrile)palladium(II) chloride (0.068 g, 0.26 mmol) and Xphos (0.324 g, 0.68 mmol). The suspension was allowed to stir at 50 0C for 4 h under an atmosphere of nitrogen and was then concentrated. The residue was purified by column chromatography to give 5-[3-(dimethylamino)prop-l-yn-l-yl]-2-fluoropyridin-3-amine (0.46 g, 45%).

With the rapid development of chemical substances, we look forward to future research findings about 884495-22-1.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu, T.; DUFFEY, Matthew, O.; ELDER, Amy, M.; GUO, Jianping; LI, Gang; REYNOLDS, Dominic; SOUCY, Francois; VOS, Tricia, J.; WO2010/65134; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5958-02-1, 3-(4-Methoxyphenyl)pyridine, 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, Formula: C12H11NO, blongs to pyridine-derivatives compound. Formula: C12H11NO

After a 25 mL two-necked flask was replaced with argon, a ruthenium complex (0.1 g) was added. After replacing with argon for three times, the closed system was protected by an argon balloon and then substituted pyridine (1 mL) was added and reacted at room temperature for 0.5 hour. After the reaction was completed, n-pentane (-10 C, 20 mL) was added and the product was filtered to give 13q as a yellow-green solid. Yield: 81%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5958-02-1, 3-(4-Methoxyphenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Zannan Science And Technology (Shanghai) Co., Ltd.; Zhan Zhengyun; (102 pag.)CN104262403; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 148493-37-2, 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. 148493-37-2, name is 2,6-Dichloro-3-iodopyridine, molecular formula is C5H2Cl2IN, 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.

To a degassed solution of 2,6-dichloro-3-iodopyridine (3.0 g, 11 mmol) and (E)2-(2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.2 g, 11 mmol) in 1,4- dioxane (20 mL) and water (1.0 mL) was added CS2CO3 (7.1 g, 22 mmol) and 1,1?-bis(di-tert- butylphosphino)ferrocene palladium chloride (357 mg, 0.54 mmol) under N2 protection. The resulting mixture was heated to 70 C and stirred at this temperature overnight. The reaction was cooled, filtered through a pad of the celite and washed with ethyl acetate. The combined filtrate was evaporated in vacuo. The resulting residue was purified using column chromatography (eluted with 0-20% EtOAc / DCM) to provide (E)-2,6-dichloro-3-(2-ethoxyvinyl)pyridine (1.96 mg, yield: 86%). MS (M+H): 218.

According to the analysis of related databases, 148493-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda, L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/123793; (2014); 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. 55676-21-6, name is 1-(2-Chloropyridin-3-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H6ClNO

To a round bottom flask was added 1- (2-chloropyridin-3-yl) ethanone (96 g, 600 mmol)Aniline (72 g, 780 mmol) was dissolved in 1,4-dioxaneAnd then refluxed at 90 DEG C for 20 hours. After completion of the reaction, the residual aniline and the solvent were removed by distillation under reduced pressure.After removing the solvent, column purification (Hexane: MC = 1: 1)And then 88.8 g (yield 70percent) of 1- (2- (phenylamino) pyridin-3-yl) ethanone was obtained.

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, 55676-21-6, 1-(2-Chloropyridin-3-yl)ethanone.

Reference:
Patent; Jinung Industry Co., Ltd.; Kim Dong-hyeon; Lee Eung; Cho Eun-sang; Cho Hye-jin; Lee Ji-hwan; Han Sang-mi; Kim Dae-hwan; (37 pag.)KR2018/65486; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 144465-94-1 ,Some common heterocyclic compound, 144465-94-1, molecular formula is C10H15N3, 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 37 (2S,5R)-5-ethynyl-1-(N-(1-pyridin-2-ylpiperidin-4-yl)glycyl)pyrrolidine-2-carbonitrile To a stirred solution of (2S,5R)-1-(chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile (0.027 g, 0.14 mmol. Example 8D) in acetonitrile (0.5 mL), dioxane(0.5 mL), and water (0.7 mL) at room temperature was added 3,4,5,6-tetrahydro-2H-(1,2′)bipyridinyl-4-ylamine (0.028 g, 0.125 mmol) and diisopropylethylamine (0.072 mL, 0.41 mmol). The reaction mixture was stirred at room temperature for 48 hours, concentrated under reduced pressure and purified by flash chromatography with 5% methanol in dichloromethane. The product was mixed with 4M HCl in dioxane (2 mL), and after 0.5 h, the volatiles were removed under reduced pressure, and the residue was solidified by trituration with diethyl ether to provide the titled compound as the HCl salt. MS (CI) m/z 338 (M+1)+; 1H NMR (300 MHz, methanol-d4) delta ppm 8.09(m, 1H), 7.99 (d, 1H), 7.47 (d, 1H), 7.05 (t, 1H), 4.88 (m, 1H), 4.45-4.19 (m, 5H), 3.61-3.35 (m, 2H), 3.21 (m, 1H), 2.47-2.33 (m, 6H), 1.86-1.82 (m, 2H), 1.37-1.15 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144465-94-1, its application will become more common.

Reference:
Patent; Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong; US2005/215784; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 885270-57-5, Adding some certain compound to certain chemical reactions, such as: 885270-57-5, name is tert-Butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate,molecular formula is C12H22N2O2, 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 885270-57-5.

Step 1: a water solution (10.00 mL) of sodium nitrite (420.00 mg, 6.09 umol) was dropwise added to a mixed solution of acetic acid (10.00 mL) and water (10.00 mL) of tert-butylhexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylic ester (800.00 mg, 3.04 umol) at 0C. After the sodium nitrite solution was added, the mixture was warmed up to 25C and stirred for 2 h. TLC showed that the raw materials were consumed. The reaction solution was diluted by water (20 mL) and extracted by ethyl acetate (30 mL*2). Merged organic layers were adjusted by saturated sodium dicarbonate to pH=8-9, washed by saline solution (10 mL*2), dried by anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain tert-butyl-5-nitrosohexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylic ester (650.00 mg, crude product) which was yellow oily matter. The product was directly used in next step without needing further purification. The value of C12H21N3O3[M+H]+256 was calculated using MS ESI, and was 256.

According to the analysis of related databases, 885270-57-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuxi Fortune Pharmaceutical Co., Ltd; WU, Hao; MAO, Weiwei; FAN, Lili; DING, Charles Z.; CHEN, Shuhui; WANG, Fei; HU, Guoping; LI, Jian; (85 pag.)EP3248980; (2017); 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. 35779-35-2, name is Di(pyridin-3-yl)methanone, molecular formula is C11H8N2O, 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. name: Di(pyridin-3-yl)methanone

A round bottom flask was charged with di(pyridin-3-yl)methanone (500 mg, 2.72 mmol), MeOH (30 mL), and CH2C12 (15 mL) and cooled to 0 C. NaBH4 (51 mg, 1.35 mmol) was added in one portion. The solution was stirred for 1 h at 0 C and quenched with IN NaOH and the reaction was extracted with CH2CI2 (3X). The organic layers were combined, dried over Na2S04 and concentrated under reduced pressure. Crude di(pyridin-3-yl)methanol (505 mg, 100%) was used in the next step without further purification. XH NMR 400 MHz (CDC13) delta 8.32 (s, 2H), 8.24 (d, J= 4.8 Hz, 2H), 7.47 (d, J= 7.9 Hz, 2H), 7.09 – 7.01 (m, 2H), 5.67 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 35779-35-2.

Reference:
Patent; ABIDE THERAPEUTICS; THE SCRIPPS RESEARCH INSTITUTE; CISAR, Justin, S.; GRICE, Chery, A.; JONES, Todd, K.; NIPHAKIS, Micah, J.; CHANG, Jae, Won; LUM, Kenneth, M.; CRAVATT, Benjamin, F.; WO2013/103973; (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. 6265-73-2, name is N-(2-Hydroxyethyl)nicotinamide. A new synthetic method of this compound is introduced below., HPLC of Formula: C8H10N2O2

Example 42 A mixture of 10-(2,3-dimethylpentanoylamino)-7-methyl-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylic acid (250 mg) and thionyl chloride (4 ml) was stirred at 10C for 30 minutes. The reaction mixture was stirred for 1 hour at room temperature, and then evaporated to dryness in vacuo to give an acid chloride. A mixture of the acid chloride, pyridine (0.1 ml) and dry dichloromethane (60 ml) was cooled to 5C. A solution of N-(2-hydroxyethyl)nicotinamide (108 mg) in dry dichloromethane was added to the mixture. The reaction mixture was stirred at 5C for 1 hour, and allowed to stand at room temperature overnight. The reaction mixture was diluted with chloroform-methanol, and washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was subjected to a column chromatography on silica gel with chloroform-methanol. The elude was concentrated in vacuo to give residue, which was recrystallized from chloroform-ether to give 2-(nicotinamido)ethyl 7-methyl-10-(2,3-dimethylpentanoylamino)-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (0.26 g). mp: 204-210C IR (Nujol): 3250, 1730, 1650, 1630, 1226, 1120, 1060, 800 cm-1 NMR (DMSO-d6, delta): 0.5-2.0 (13H, m), 3.27 (3H, s), 3.70 (2H, m), 4.42 (2H, m), 7.3-9.4 (10H, m), 10.32 (1H, s)

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, 6265-73-2, N-(2-Hydroxyethyl)nicotinamide.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; EP143001; (1991); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem