Day: July 13, 2021

Electric Literature of 944401-77-8, 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. 944401-77-8, name is 2-Amino-4-fluoropyridine. A new synthetic method of this compound is introduced below.

0294] Solid NBS (78 mg, 0.43 mmol) was added to a solution of 3-fluoropyridin-2-amine HCl salt (162 mg, 0.72 mmol) in ACN (4 mL) at RT with stirring. The reaction was shielded from light and stirred under nitrogen. After 1.5 h, an additional amount of NBS (15 mg, 0.084 mmol) was added to the reaction. Checking the reaction again after 1.5 h, an additional amount of NBS (15 mg, 0.084 mmol) was added to the reaction until the starting material had been consumed by LCMS. After 1 h7 the solvent was removed under reduced pressure and the residue purified by silica flash chromatography eluting with 50% ethyl acetate/hexane to afford 5-bromo-4-fluoropyridin-2-amine as a ivory solid (92 mg, 68%). LC/MS (m/z): 190.9/192.9 (MH+), Rt 1.02 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,944401-77-8, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 407-22-7, 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 407-22-7, name is 2-Fluoro-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Add NBS (35.6 g, 0.20 mole) to a solution of 6-fluoro-2-methylpyridine (20 mL, 0.19 mole) in EtOAc (400 mL) at room temperature. When the temperature reaches 45 C., add AIBN (400 mg, 2.4 mmol). Heat the mixture at 65 C. for 6 h, then cool to room temperature and add hexane (1 L). Remove the white precipitate by filtration and wash the solid with hexane/EtOAc (1:1). Wash the filtrate with small amounts of aqueous Na2S2O3, NaHCO3, and brine. Dry the organics (Na2SO4), filter, then remove most of the solvent under vacuum at room temperature. Transfer the remaining solution to a distillation set-up. Remove the remaining solvent by distilling at atmospheric pressure, followed by the unreacted starting material at 80 mm (bp ca 70 C.; 11.2 g) and then the title product at 1 mm (bp ca 75 C.; 12.1 g, 32%). NMR (300 MHz; CDCl3): 7.82 (1H; dd); 7.35 (1H; dd); 6.90 (1H; dd); 4.50 (2H; s).

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 407-22-7, 2-Fluoro-6-methylpyridine.

Reference:
Patent; Gavardinas, Konstantinos; Green, Jonathan Edward; Jadhav, Prabhakar Kondaji; Matthews, Donald Paul; US2010/69404; (2010); 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. 102830-75-1, name is 3-Bromo-5-chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 102830-75-1

To a solution of 3-bromo-5-chloro-2-methoxypyridine (5.00 g, 33.7 mmol) in toluene (100 mL) was added tert-butyl 3-aminoazetidine-1-carboxylate (5.8 g, 18.5 mmol), Xantphos (650 mg, 1.12 mmol), Cs2CO3 (14.6 g, 44.9 mmol) and Pd2(dba)3 (514 mg, 0.562 mmol). The reaction mixture was stirred at 60 C. under nitrogen for 4 days. After cooling to RT, the reaction mixture was filtered, washed with ethyl acetate (100 mL), the organic layer washed with water (60 mL), brine (60 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (ethyl acetate/hexane) to obtain 5.6 g of tert-butyl 3-((5-chloro-2-methoxypyridin-3-yl)amino)azetidine-1-carboxylate as a white-yellow oil (80%): 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J=2.2 Hz, 1H), 6.36 (d, J=2.2 Hz, 1H), 4.52 (d, J=6.5 Hz, 1H), 4.24 (dd, J=8.9, 7.1 Hz, 2H), 4.05 (m, 1H), 3.89 (s, 3H), 3.70 (dd, J=9.1, 4.8 Hz, 2H), 1.37 (s, 9H); MS (ES) m/z 314 (M+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, 102830-75-1, 3-Bromo-5-chloro-2-methoxypyridine.

Reference:
Patent; Jacobsen, Eric Jon; Blinn, James Robert; US2015/210671; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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