Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 116986-13-1, 3-(Bromomethyl)picolinonitrile, 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, Recommanded Product: 3-(Bromomethyl)picolinonitrile, blongs to pyridine-derivatives compound. Recommanded Product: 3-(Bromomethyl)picolinonitrile

Using General Procedure A: A solution of 3,3″-dimethyl-1′,2′,3′,4′,5′,6′-hexahydro-cis-[2,2′;6′,2″]terpyridine (0.104 g, 0.39 mmol), 3-bromomethyl-pyridine-2-carbonitrile (0.115 g, 0.58 mmol), KI (23 mg, 0.14 mmol), and DIPEA (0.15 mL, 0.86 mmol) in DMF (4 mL) was heated at 60 C. for 20 hours. Purification of the crude material by column chromatography on silica gel (20:1:1 CH2Cl2-CH3OH-NH4OH) provided 133 mg (88%) of 3-(3,3″-dimethyl-3′,4′,5′,6′-tetrahydro-2’H-cis-[2,2′;6′,2″]terpyridin-1′-ylmethyl)-pyridine-2-carbonitrile as a tan solid.

The synthetic route of 116986-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Gang; Crawford, Jason; Skerlj, Renato; US2005/154201; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 113770-88-0, 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.113770-88-0, name is 3-Fluoro-4-cyanopyridine, molecular formula is C6H3FN2, molecular weight is 122.1, as common compound, the synthetic route is as follows.

3-Fluoro-isonicotinonitrile (0.50 g, 4.10 mmol) was dissolved in ethanol (8 mL) and treated with hydrazine hydrate (0.31 g, 6.1 mmol). After stirring at 70 C for 16 h, the mixture was cooled to RT and concentrated in vacuo and dried to yield the title compound (0.66 g, 100% of theory). LC-MS (Method 2B): Rt = 0.51 min, MS (ESIPos): m/z = 135 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 113770-88-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HASSFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; CANCHO-GRANDE, Yolanda; BEYER, Kristin; ROeHRIG, Susanne; KOeLLNBERGER, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; WO2015/67549; (2015); A1;,
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.54221-96-4, name is 6-Methoxypicolinaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.SDS of cas: 54221-96-4

2-(3,4-dichlorophenyl)acetonitrile (3.50 g, 18.8 mmol) was taken up in THF (30 mL) and diethyl ether (30 mL), and cooled to -78 °C in an acetone-dry ice bath. BuLi (8.1 mL, 20 mmol, 1.6 M in hexane) was added drop-wise, and the temperature was maintained below -60 °C. Once the last drop had been added, the reaction was allowed to stir for 15 minutes. This solution became orange clear. 6- methoxypicolinaldehyde (2.3 mL, 19 mmol) dissolved in THF (20 mL) was added slowly drop-wise, and the temperature was maintained below -60 °C. Solution was dark brown / black clear at this point and was allowed to stir for 1.5 hours at -75 °C. The reaction was quenched with acetic acid (1.6 mL, 28 mmol) dissolved in 5 mL of diethyl ether, added drop-wise while the reaction was cooled in the dry ice acetone bath. The temperature was maintained below -60 °C. LCMS revealed mostly one peak with the desired mass. The reaction was worked up by adding 100 mL of water, and layers were separated. The aqueous phase was extracted with ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSC , and concentrated in vacuo to afford 8.14 grams of a clear amber oil. LCMS revealed a peak that was consistent with desired material. The material was absorbed onto silica gel and ran through an ISCO 80 gram column, eluting with CH2C12 / EtOAc. The broad peak looked to be a mixture of diastereomers in a ratio around 1.5:1. It was not determined which diastereomeric pair is the more predominant pair (0.988 g). The spiked shoulder from that broad peak looked to be a mixture of diastereomers in a ratio around 4: 1 (4.39 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54221-96-4, 6-Methoxypicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MAYO FOUNDATION FOR MEDICAL EDUCATION AND RESEARCH; VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.; RICHELSON, Elliott; FAUQ, Abdul H.; CARLIER, Paul R.; MONCEAUX, Christopher J.; WO2014/159251; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17228-75-0, 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. 17228-75-0, name is 2,6-Dichloro-4-methoxypyridine. A new synthetic method of this compound is introduced below.

a) Synthesis of 2,6-dichloro-4-methoxy-pyridine-3-carboxylic acidTo a solution of 4.0 g (22.5 mmol) 2,6-dichloro-4-methoxy-pyridine in THF (20 ml) was added 10.0 ml (2.47 M in hexane, 24.7 mmol) n-butyllithium at -78 C. After stirring for 1 h at -78 C excess dry ice was added and the mixture was allowed to warm to RT. Then the mixture was acidified with 6N aqueos hydrochlorid acid to pH 3-4 followed by extraction with EtOAc. The organic layer was dried over Na2S04 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 4:1 ) provided 3.5 g (15.8 mmol, 70%) 2,6-dichloro-4-methoxy- pyridine-3-carboxylic acid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17228-75-0, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 105596-63-2 ,Some common heterocyclic compound, 105596-63-2, molecular formula is C7H7NO3, 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.

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride 2.7-hydrate (1.06 g, 3.26 mmol) was added to a solution of 2-methoxy-isonicotinic acid (500 mg, 3.26 mmol) and 4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (669 mg, 2.97 mmol) in EtOH (8.0 ml) at room temperature, and the mixture was stirred for 46.5 hours. An aqueous NaHCO3 solution was added to the reaction mixture, followed by extraction with AcOEt three times. The organic layers were washed with saturated brine, and then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by column chromatography (CH2Cl2/MeOH = 99:1 to 95:5) to give 4-cyano-4-[(2-methoxy-pyridine-4-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a colorless form (901 mg, 84%). MS (ESI) m/z = 361 (M+H)+.

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. 105596-63-2, 2-Methoxyisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; EP2433940; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 127978-70-5, 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 127978-70-5, name is (5-Methoxypyridine-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

5-(2-fluoroethoxy)-2-[[4-[1-(2-fluoroethyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]phenoxy]methyl]-pyridine (B-19) Following the procedure for the preparation of compound B-4, but substituting (5-methoxypyridin-2-yl)methanol for [5-(2-fluoroethoxy)-pyridin-2-yl]-methanol provided compound B-19 (56.3%) as a white solid after treatment with diisopropyl ether. C24H22F2N4O2. LCMS: Rt 3.48, m/z 437 [M+H]+ (method 5). 1H NMR (400 MHz, CDCl3) delta ppm 4.22-4.34 (m, 2 H), 4.47 (dt, J=27.1, 4.9 Hz, 2 H), 4.70-4.87 (m, 2 H), 4.84 (dt, J=46.9, 4.6 Hz, 2 H), 5.18 (s, 2 H), 6.97 (br. d, J=8.8 Hz, 2 H), 7.16-7.21 (m, 2 H), 7.27 (dd, J=8.6, 2.8 Hz, 1 H), 7.36-7.42 (m, 2 H), 7.46 (d, J=8.6 Hz, 1 H), 7.70 (s, 1 H), 8.33 (d, J=2.8 Hz, 1 H), 8.45-8.52 (m, 2 H).

According to the analysis of related databases, 127978-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Andres-Gil, Jose Ignacio; De Angelis, Meri; Bormans, Guy Maurits R.; Celen, Sofie Jeanne Leopoldine; US2012/213703; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73583-39-8, 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. 73583-39-8, name is 3-Bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

To a solution of LDA (2 M solution in THF/heptane/ethylbenzene, 2.78 g, 12.97 mL, 25.95 mmol) in anhydrous THF (20 mL) under nitrogen atmosphere cooled to -78°C was added a solution of the 3-bromo-5-chloropyridine (5.0 g, 25.98 mmol) in anhydrous THF (40 mL) at -78°C. The reaction mixture was allowed to stir at the same temperature for 45 minutes. Then, a solution of chloro(ethoxy)methanone (28.19 g, 259.7 mmol) was added slowly over 15 minutes. After stirring for 20 minutes, the reaction mixture was quenched with saturated NaHCO3 solution. The reaction mixture was extracted into ethyl acetate (3 x 100 mL), and the combined organic layer was washed with water and brine. The organic layer was separated, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated, and the residue was purified through CombiFlash using 0-10percent ethyl acetate in hexane to provide ethyl 3-bromo-5-chloropyridine-4-carboxylate as a pale yellow oil (5.84 g, 85percent yield); 1H NMR (400 MHz, DMSO-J6): delta 1.35 (t, 3H), 4.45 (q, 2H), 8.82 (s, IH), 8.87 (s, IH); M+ 265.5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73583-39-8, 3-Bromo-5-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 94952-46-2, 1-(5-Chloropyridin-2-yl)ethanone, 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, 94952-46-2, blongs to pyridine-derivatives compound. Recommanded Product: 1-(5-Chloropyridin-2-yl)ethanone

Reference Production Example 3. In 50 mL of methanol, 243 mg of sodium borohydride was suspended and 1.00 g of 2-acetyl-5-chloropyridine was added thereto at room temperature. After stirring at the same temperature for 2 hours, 10% hydrochloric acid was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and then the resulting residue was dissolved in 50 mL of tetrahydrofuran. To the solution were added dropwise 0.5 mL of methanesulfonyl chloride and 0.9 mL of triethylamine at room temperature. After stirring at the same temperature for 2 hours, 10% hydrochloric acid was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and then the resulting residue was dissolved in 50 mL of N, N-dimethylformamide . To the solution was added 1.12 g of lithium bromide at room temperature. After stirring at the same temperature for 6 hours, 10% hydrochloric acid was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and then the resulting residue was subjected to column chromatography to obtain 368 mg of 2- ( 1-bromoethyl) -5-chloropyridine .1H-NMR (CDCl3, TMS) : delta (ppm) 8.25 (IH, s), 7.66 (IH, d) , 7.42 (IH, d) , 5.12 (IH, q) , 1,87 (3H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94952-46-2, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/25397; (2009); 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. 1003-68-5, name is 5-Methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Methylpyridin-2(1H)-one

EXAMPLE 1 5-Methyl-1-phenyl-2-(1H)-pyridone SPC3 A finely pulverized mixture containing 21.8g. of 5-methyl-2-(1H)-pyridone (J.V. Scudi, et al. U.S. Pat. No. 2,947,755), 30.4g. of anhydrous potassium carbonate, 0.25g. of zinc precipitated copper powder and 40 ml. of iodobenzene is stirred mechanically and refluxed for 18 hours. The mixture is cooled and treated with 150 ml. of benzene, filtered and the filtrate is decolorized with charcoal. The decolorized benzene filtrate is then evaporated to an oil which on trituration with petroleum ether and cooling gives 31.9g. (85%) of the product as a brown solid, m.p. 90-104. It is crystallized from hot water to yield a white solid melting at 102-psi.

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, 1003-68-5, 5-Methylpyridin-2(1H)-one.

Reference:
Patent; Affiliated Medical Research, Inc.; US3974281; (1976); A;,
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. 94805-51-3, name is 2-Oxo-1,2-dihydropyridine-4-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4N2O

2-Hydroxy-4-cyano-pyridine (240 mg, 2 mmol, 1 equiv.) was dissolved in DMF (6 ml), K2CO3 (415 mg, 3 mmol, 1.5 equiv.) and NaI (60 mg, 0.4 mmol, 0.2 equiv.) were added and the mixture was stirred at r.t. for 10 min. 5-Chloro-2-(chloromethyI)-1,3- benzothiazole (436 mg, 2 mmol, 1 equiv.) was added and the reaction mixture was stirred at 600C for 3 h and at r.t. overnight. By addition of H2O, brown solid precipitated, which was filtered, rinsed with H2O, dried and re-crystallised from CH3CN. Yield 280 mg (46%), mp 224-227C, HPLC-MS (method 1): m/z 302 [M+H]+, Rt = 3.80 min. By 13C-NMR analysis it was identified to be the N-alkylated derivative (Scheme 24). The DMF-H2O mother liquors were evaporated to dryness under reduced pressure and the residue was purified by column chromatography on silica, eluted with EtOAc/hexane (10%-100% gradient) to give 45 mg (7.5% yield) of a brown solid, HPLC-MS (method 1): m/z 302 [M+H]+, Rt = 4.86 min. By 13C-NMR analysis, it was identified to be the desired O-alkylated derivative (Scheme 24).

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, 94805-51-3, 2-Oxo-1,2-dihydropyridine-4-carbonitrile.

Reference:
Patent; PROLYSIS LTD; WO2007/107758; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem