Tag: M.W:100-200

Synthetic Route of 197376-47-9 ,Some common heterocyclic compound, 197376-47-9, molecular formula is C9H10ClNO2, 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.

Reference Example 74 ethyl [6-(methylsulfanyl)pyridin-3-yl]acetate To a solution of ethyl (6-chloropyridin-3-yl)acetate (10.7 g) in N,N-dimethylformamide (100 mL) was added sodium methanethiolate (11.3 g), and the mixture was stirred at room temperature for 23 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane =5:95 – 50:50, volume ratio) to give the title compound (4.55 g, yield 40%) as a colorless oil. MS:212(MH+). _

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 197376-47-9, Ethyl 6-Chloropyridine-3-acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 709652-82-4, 2-Amino-5-bromonicotinonitrile, 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, Product Details of 709652-82-4, blongs to pyridine-derivatives compound. Product Details of 709652-82-4

Imidodicarbonic acid, 2-[5-bromo-3-(cyano)-2-pyridinyl]-,1,3-bis(1,1-dimethylethyl)ester To 2-amino-5-bromonicotinonitrile (0.785 g, 3.96 mmol), triethylamine (0.553 mL, 3.96 mmol) and 4-dimethylaminoyridine (20 mg, 0.164 mmol) in CH2Cl2 (25 mL) was added di-tert-butyl-dicarbonate (2.16 g, 9.91 mmol) and the resulting mixture stirred at room temperature for 18 h. Evaporated to dryness in vacuo and triturated in heptane (25 mL) for 72 h. The resulting precipitate was filtered and washed with heptane (10 mL) to give imidodicarbonic acid, 2-[5-bromo-3-(cyano)-2-pyridinyl]-,1,3-bis(1,1-dimethylethyl)ester as a beige solid (1.1 g, 70% yield). 1H NMR (400 Mhz, CDCl3, 298K) 1.51 (s, 18H) 8.16 (d, 1H) 8.77 (d, 1H). LCMS: [M+H]+=398/400.1, Rt(4)=1.43 min.

The synthetic route of 709652-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (2015); 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. 76005-99-7, name is 2-Methoxy-4-methylpyridin-3-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 76005-99-7

(2) 29.4 g of Compound 2 was dissolved in 600 mL of dichloromethane, 25.0 g of potassium acetate was added,Then, the temperature was lowered to 0 C, 43.4 g of acetic anhydride was slowly added dropwise,After about 40 min, 11.25 g of 18-crown-6 ether was added,After the completion of dropping, 54.9 g of isoamyl nitrite was slowly added dropwise at 0 C, and the temperature was returned to room temperature, and the temperature was raised to 65 C and refluxed overnight. After about 12 h, the reaction mixture was adjusted to pH 6 with saturated sodium hydrogencarbonate solution,The organic phase was separated,The aqueous phase was again extracted once with dichloromethane,The combined organic phase was dried and concentrated.Methanol and potassium carbonate were added to the residue, and the mixture was stirred at room temperature for 1 h. After the reaction was complete, the system was filtered off and dried, and the residue was dissolved in ethyl acetate.Saturated sodium chloride solution, and concentrated to dryness to obtain 29 g of the crude product (Compound 3) in a yield of 91.3%. TLC information (petroleum ether: ethyl acetate = 1: 1): starting material Rf = 0.8, product Rf = 0.5.

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, 76005-99-7, 2-Methoxy-4-methylpyridin-3-amine.

Reference:
Patent; Sphinx Scientific Laboratory Corporation; Yao, Qingjia; Xu, Yangjun; Wu, Simin; (6 pag.)CN103992318; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1254073-41-0, 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. 1254073-41-0, name is 5-Fluoropicolinohydrazide. A new synthetic method of this compound is introduced below.

To a solution of 4-[(2,3-dichloro-4-fluorophenyl)carbonyl]-2-piperazinone (I34) (5.08 g, 17.45 mmol) in Dichloromethane (DCM) (80 mL) was added triethyloxonium tetrafluoroborate (3.48 g, 18.32 mmol). The solution was then stirred under argon for 20 minutes before 5-fluoro-2-pyridinecarbohydrazide (I24) (3.25 g, 20.94 mmol) was added. The solution was then stirred for a further 3 hours, before the solvent was concentrated and n-butanol (80 mL) was added. The solution was then stirred, under reflux and argon, for 3 hours before being cooled to room temperature. The solvent was then evaporated in vacuo and the remaining residue was partioned between DCM (10OmL) and water (5OmL), before being dried over anhydrous sodium suphate. The sodium sulphate was then removed by filtration, and the solvent was evaporated in vacuo. The remaining residue was then purified by flash chromatography (Isolera 34Og cartridge) with a gradient of 0-10% MeOH in DCM, TLC confirmed product location and the solvent from the combined fractions was evaporated in vacuo. The remaining solid was then recrystallised from ethyl acetate to yield the product in 2.067 g.LCMS: m/z = 410 (M+ H)+, retention time = 0.93 minutes (2 minutes); 1H NMR (400 MHz; CDCI3) delta 8.50 ( 0.6H, d), 8.43 – 8.35 ( 1.4H, m), 7.6- 7.54 ( 1 H, m), 7.31-7.19 ( 2H,m), 5.26 ( 1 H, q), 4.82-4.64 ( 2.4H, m), 4.60 – 4.53 ( 0.4H, m), 4.36-4.14 ( 1.2H, m), 3.77-3.62 ( 1 H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1254073-41-0, 5-Fluoropicolinohydrazide, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89570-84-3, 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. 89570-84-3, name is 2-Hydrazinyl-4-(trifluoromethyl)pyridine, molecular formula is C6H6F3N3, 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.

General procedure: A mixture of 2-hydrazinylpyridine (0.5 mmol), imidazolium chloride (0.05 mmol) in DMF (2.0 mL) was stirred at 153 for 3-16 hours. The reaction was monitored by TLC. Upon completion, DMF was removed by rotary evaporator and the residue was applied for purification by flash column chromatography on silica gel to afford the desired product.

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 89570-84-3, 2-Hydrazinyl-4-(trifluoromethyl)pyridine.

Reference:
Article; Liu, Lingfeng; Qiao, Chunhua; Shen, Bei; Xu, Yiwen; Tetrahedron Letters; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 112110-07-3, Adding some certain compound to certain chemical reactions, such as: 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine,molecular formula is C6H5F3N2, 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 112110-07-3.

To a 5 ml reaction vial was added 2-[4-[2-[(1-methylimidazol-4-yl)amino]pyrimidin-5-yl]phenyl]acetic acid (14, 160 mg, 0.050 mmol) followed by anhydrous NMP (1.5 ml), 5-(trifluoromethyl)pyridin-3-amine (10, 8 mg, 0.05 mmol) and pyridine (80 mul). To the mixture was slowly added propylphosphonic anhydride (50 wt % solution in ethyl acetate, 0.25 ml, 0.42 mmol). The reaction was allowed to stir at room temperature for three hours. Upon completion, the reaction was poured into water and extracted with ethyl acetate. The organic phase was washed with saturated aqueous ammonium chloride and brine, dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure in the presence of silica. The resulting crude material was purified by silica gel flash column chromatography eluting with 0-15% methanol in dichloromethane. This provided compound P-0167. MS ESI [M+H+]+=452.00.

According to the analysis of related databases, 112110-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Plexxikon Inc.; Lin, Jack; Ibrahim, Prabha N.; Albers, Aaron; Buell, John; Guo, Zuojun; Pham, Phuongly; Powers, Hannah; Shi, Songyuan; Spevak, Wayne; Wu, Guoxian; Zhang, Jiazhong; Zhang, Ying; (132 pag.)US2017/267660; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 4966-90-9 ,Some common heterocyclic compound, 4966-90-9, molecular formula is C6H6N2O4, 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.

Part A A mixture of 6-methyl-3-nitropyridine-2,4-diol (50 g, 0.29 mol) and phosphorus oxychloride (500 mL) was heated at 90 C. overnight. The excess phosphorus oxychloride was removed under reduced pressure. The resulting black oil was poured into water (1.8 L) and ice. This mixture was extracted with chloroform (*8, 3L total) and filtered to remove black particulates and break up an emulsion. The combined organics were washed with 10% sodium carbonate (*2) and brine, dried and then concentrated under reduced pressure to provide 52 g of an amber oil. This oil was recrystallized from heptane (115 mL) to provide 43.5 g of 2,4-dichloro-6-methyl-3-nitropyridine as large amber crystals.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 4966-90-9, 4-Hydroxy-6-methyl-3-nitropyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3M Innovative Properties Company; US6525064; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 131674-40-3, Adding some certain compound to certain chemical reactions, such as: 131674-40-3, name is 1-(2-Methoxypyridin-3-yl)ethanone,molecular formula is C8H9NO2, 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 131674-40-3.

General procedure: A solution of lithium hydroxide (0.8 mg, 0.03 mmol) and 2′-methoxyacetophenone (26 mg, 0.157 mmol) in absolute methanol (1.5 mL) was stirred at room temperature for 15 min. To the resulting mixture was added a solution of 2-(trifluoromethyl)-3-pyridinecarboxaldehyde (6a, 28 mg, 0.16 mmol) in absolute methanol (15 mL). The reaction was stirred overnight at room temperature (approx. 18 h). The reaction was then concentrated on a rotary evaporator and the resulting oily residue purified by chromatography on silica gel using a gradient of 0-100% ethyl acetate in hexane to provide the desired product (17 mg, 35%) as a light yellow waxy solid. Prepared using the general method from lithium hydroxide (1 mg, 0.04 mmol), 2-(trifluoromethyl)benzaldehyde (34 mg, 0.2 mmol) and 1-(2-methoxypyridin-3-yl)ethanone (7d, 29 mg, 0.19 mmol) in absolute methanol (final reaction volume = 1.5 mL). The reaction mixture was purified by chromatography on silica gel (40% ethyl acetate in hexane) to give the desired product as a yellow solid (29 mg, 49%). 1H NMR (CDCl3) delta 8.36 (dd, J = 4.8, 2.0 Hz, 1H), 8.08 (dd, J = 7.4, 2.0 Hz, 1H), 8.05 (dd, J = 15.6, 2.2 Hz, 1H), 7.83 (d, J = 7.8 Hz, 1H), 7.75 (d, J = 7.8 Hz, 1H), 7.63 (t, J = 7.6 Hz, 1H), 7.53 (d, J = 7.5 Hz, 1H), 7.47 (d, J = 15.7 Hz, 1H), 7.05 (dd, J = 7.4, 4.8 Hz, 1H), 4.09 (s, 3H). 13C NMR (CDCl3) delta 189.3, 160.6, 149.5, 138.9, 137.9, 135.9, 131.0, 130.1, 129.8, 128.6, 126.9, 125.2, 124.5, 121.2, 116.1, 52.8. HRMS (FAB): calcd C16H12F3NO2 + H = 308.0898, found 308.0874.

According to the analysis of related databases, 131674-40-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lounsbury, Nicole; Mateo, George; Jones, Brielle; Papaiahgari, Srinivas; Thimmulappa, Rajash K.; Teijaro, Christiana; Gordon, John; Korzekwa, Kenneth; Ye, Min; Allaway, Graham; Abou-Gharbia, Magid; Biswal, Shyam; Childers, Wayne; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5352 – 5359;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 40473-07-2, 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. 40473-07-2, name is 2-Bromo-6-methoxypyridine, molecular formula is C6H6BrNO, 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 260 2,3-dibromo-6-methoxypyridine NBS (302 g) was added to the compound of Example 259 (295 g) in acetonitrile (575 mL) and the mixture was stirred at 80 to 90 C. for 1 day in a nitrogen atmosphere. After cooling, the crystallized imide was removed by filtration and the filtrate was concentrated. Purification of the resulting residue by silica gel column chromatography (ether:petroleum ether=1:1) gave a 6:1 mixture of the title compound and 2,5-dibromo form. This product was crystallized from cold petroleum ether to afford the title compound as a colorless powder (223 g). 1H NMR (200 MHz, CDCl3) delta 6.68 (1H, d, J=8.7 Hz), 6.60 (1H, d, J=8.7 Hz), 3.91 (3H, s). 13C NMR (50 MHz, CDCl3) delta 162.01, 143.29, 139.68, 113.69, 111.10, 54.40 LRMS (EI+): 264[M+]

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 40473-07-2, 2-Bromo-6-methoxypyridine.

Reference:
Patent; Kohno, Yasushi; Adams, David Roger; Ando, Naoki; US2008/207902; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 870997-87-8, 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.870997-87-8, name is 2-Amino-N-methylnicotinamide, molecular formula is C7H9N3O, molecular weight is 151.17, as common compound, the synthetic route is as follows.

(2) Production of 3-methyl-2-[4-(3-piperidin-1-ylpropoxy)phenyl]pyrido[2,3-d]-pyrimidin-4(3H)-one: 2-Amino-N-methylnicotinamide (105 mg, 0.69 mmol), 4-(3-piperidin-1-ylpropoxy)benzamide (171 mg, 0.69 mmol) and p-toluenesulfonic acid monohydrate (66 mg, 0.35 mmol) were suspended in toluene (2 mL), and stirred under reflux for 24 hours. After cooled to room temperature, DDQ (157 mg, 0.69 mmol) and THF (2 mL) were added thereto and stirred at room temperature for 5 hours. The reaction solution was diluted with ethyl acetate, then washed with aqueous 1 N sodium hydroxide solution and saturated saline water, and the organic layer was dried with magnesium sulfate. The solvent was evaporated off, and the residue was purified through silica gel column chromatography (chloroform/methanol = 3/1) to obtain the intended compound (52.5 mg, 20 %) as a colorless solid (m.p. 109-112C). 1H-NMR (400 MHz, CD3 OD) delta: 1.44-1.55 (2H, m), 1.63 (4H, quint., J=5.6 Hz), 2.00-2.07 (2H, m), 2.36-2.54 (4H, m), 2.56 (2H, t, J=7.7 Hz), 3.54 (3H, s), 4.12 (2H, t, J=5.9 Hz), 7.08 (2H, d, J=8.8 Hz), 7.54 (1H, dd, J=4.4, 8.1 Hz), 7.65 (2H, d, J=8.8 Hz), 8.64 (1H, dd, J=1.5, 8.1 Hz), 8.90 (1H, dd, J=1.5, 4.4 Hz)

Statistics shows that 870997-87-8 is playing an increasingly important role. we look forward to future research findings about 2-Amino-N-methylnicotinamide.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1757594; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem