Day: April 11, 2022

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. 59290-82-3, name is 3-Nitroisonicotinic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Nitroisonicotinic acid

Example 87; N-MethvI-3-(2-(2-oxoindolin-5-vIamino)-5-ftrifluoromethyl)pyridin-4-ylamino)isonicotinamide; JV-Methyl-3-nitroisonicotinamide; To the mixture of 3-nitroisonicotinic acid (4.78 g, 28.4 mmol), methylamine hydrogen chloride (2.88 g, 1.5 eq), EDC (6.53 g, 1.2 eq), HOBt (4.59 g, 1.2 eq) in DMF (5OmL) was added DIEA (25 mL, 5.0 eq). The mixture was stirred at room temperature overnight. It was concentrated and the crude was dissolved in EtOAc. It was washed with saturated NaHCO3 solution. The solvent was removed and the crude was purified by silica gel chromatography (0%~20% MeOH/DCM) to obtain the desired product 7V-methyl-3-nitroisonicotinamide (878 mg, isolated yield 17%).

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, 59290-82-3, 3-Nitroisonicotinic acid.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2008/115369; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7477-10-3, Adding some certain compound to certain chemical reactions, such as: 7477-10-3, name is 6-Chloro-5-nitronicotinic acid,molecular formula is C6H3ClN2O4, 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 7477-10-3.

General procedure: A solution of compound 4 and different primary and secondary amines were stirred at rt for 1h, followed by extraction with EtOAc. The extract was then washed with 1N HCl, water, and brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by column chromatography (hexane/EtOAc=2:1) to give product 6 as a solid. 4.2.4.2 6-((3-Methoxyphenyl)amino)-5-nitronicotinic acid (6b) Procedure A was used with compound 5 (300 mg, 1.5 mmol) and m-anisidine (370 mg, 3.0 mmol) to afford product 6b as a yellow solid (258 mg, 53%). 1H NMR (300 MHz, CDCl3) delta: 8.90 (s, 1H), 8.73 (s, 1H), 7.38 (t, J = 7.8 Hz, 1H), 7.08 (d, J = 7.8 Hz, 1H), 6.72 (d, J = 7.8 Hz, 1H), 6.52 (s, 1H), 3.83 (s, 3H). ESI-MS: m/z (288, MH-).

According to the analysis of related databases, 7477-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Chao; Yang, Su Hui; Khadka, Daulat Bikram; Jin, Yifeng; Lee, Kyung-Tae; Cho, Won-Jea; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 985 – 995;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1241752-31-7, 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 1241752-31-7, name is 5-Bromo-2-ethoxy-3-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 5-bromo-2-ethoxy-3-methoxy-pyridine (1 .70 g, 7.33 mmol) in N,Ndimethylformamide (10 mL) was added zinc cyanide (860 mg, 7.33 mmol, 464 iL), and tetrakis(triphenylphosphine)palladium(0) (847 mg, 733 imol, 0.10 eq), the mixture was degassed with nitrogen for three times. The resulting mixture was stirred at 110 00 for 12 h under nitrogen atmosphereand then poured into water (30 mL). The mixture was then extracted with dichloromethane (50 mL x 3). The organic extracts were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to provide the crude product purified by chromatography (silica, petroleum ether ethyl acetate 50:1 Rt 0.6). The title compound, 6-ethoxy-5-methoxy-pyridine-3-carbonitrile was isolated as a white solid (820 mg, 4.60 mmol, 63 %) 1H NMR (400MHz, METHANOL-d4) O 8.08 (d,J1.8 Hz, 1H), 7.49(d, J1.8 Hz, 1H), 4.48 (q, J7.1 Hz, 2H), 3.92 -3.88 (m, 3H), 1.42(t, J7.1 Hz, 3H)

According to the analysis of related databases, 1241752-31-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YUMANITY THERAPEUTICS; LUCAS, Matthew; LE BOURDONNEC, Bertrand; WRONA, Iwona; PANDYA, Bhaumik; TIVITMAHAISOON, Parcharee; OZBOYA, Kerem; VINCENT, Benjamin; TARDIFF, Daniel; PIOTROWSKI, Jeff; SOLIS, Eric; SCANNEVIN, Robert; CHUNG, Chee-Yeun; ARON, Rebecca; RHODES, Kenneth; (489 pag.)WO2018/81167; (2018); A1;,
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 41288-96-4, name is 2-Chloro-5-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Chloro-5-hydroxypyridine

2-Chloro-5-hydroxypyridine (25 g, l93mmol), potassium carbonate (53.3 g, 386 mmol), and methyl iodide (14.5 mL, 223mmol) were combined in a flask of acetonitrile (500 mL, 0.2M) under nitrogen. The reaction mixture was stirred at room temperature overnight and then diluted with water (1L). The reaction mixture was extracted with hexanes (3 x 500 mL). The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. This crude residue was purified over a pad of silica eluted with hexanes (400 mL), and the filtrate was concentrated under reduced pressure to give 2- chloro-5-methoxy pyridine as a yellow oil (21.7 g, 78.3%). ‘fl NMR (400MHz, DMSO-c/,,) d 8.13 (d, J = 2.9 Hz, 1H), 7.51- 7.47 (m, 1H), 7.45 – 7.42 (m, 1H), 3.84 (s, 3H); MS (ESI+) m/z 144.1 (M+H)+

With the rapid development of chemical substances, we look forward to future research findings about 41288-96-4.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 112110-07-3, 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 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

13-A. (5-Trifluoromethyl-pyridin-3-yl)-carbamic acid phenyl ester.; Example 7-A, 5-trifluoromethyl-pyridin-3-ylamine, (385 mg, 2.37 mmol) is taken up in THF (25 mL) and pyridine (0.38 mL, 4.75 mmol) at O 0C before phenyl chloroformate (558 mg, 3.56 mmol) is added. After 2 h, the reaction is diluted with DCM (50 mL) and washed with water (50 mL). The organic layer is separated, dried over anhydrous Na2SO/), filtered and concentrated. The residue is then separated via FCC (EtO Ac/heptanes 1:9 to EtOAc/heptanes 1 :1) to give the title compound. MS (ESI) m/z 283.0 (M+l).

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; NOVARTIS AG; ARTMAN III, Gerald David; ELLIOTT, Jason Matthew; JI, Nan; LIU, Donglei; MA, Fupeng; MAINOLFI, Nello; MEREDITH, Erik; MIRANDA, Karl; POWERS, James J.; RAO, Chang; WO2010/66684; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60588-81-0, 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. 60588-81-0, name is (3-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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.

Synthesis of 3-chloro-2-(chloromethvDpyridine (32 31 To a solution of compound 31 (300 mg, 2.1 mmol) in DCM (4 mL) was added DIE A (539 mg, 4.2 mmol) at 0 °C, then MsCl (263 mg, 2.3 mmol) was added dropwise at 0 °C. The mixture was stirred at room temperature for 3h. Water was added, and the mixture was extracted with DCM, washed with sat. NaHCO and brine, dried over a?.S04, filtered, concentrated under reduced pressure to give compound 32 (240 mg, 69 percent) as a yellow oil.

According to the analysis of related databases, 60588-81-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; BECKWITH, Jonathan Roger; DUTTON, Rachel; ESER, Markus; LANDETA, Cristina; BLAZYK, Jessica L.; MEEHAN, Brian M.; HATAHET, Feras; BOYD, Dana; WO2015/143164; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 22282-70-8, 2-Fluoro-4-iodopyridine, 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, 22282-70-8, blongs to pyridine-derivatives compound. COA of Formula: C5H3FIN

A mixture of 2-fluoro-4-iodopyridine (10.00g, 43.50mmol), ammonium hydroxide (10mL) in DMSO (20mL) was stirred at 100 C for 40 hours. H2O (100mL) was added to the reaction mixture and the precipitate was filtered to afford the compound 10a as a brown solid (8.62g, 90%). MS: 221 (M+H) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22282-70-8, its application will become more common.

Reference:
Patent; JACOBIO PHARMACEUTICALS CO., LTD.; MA, Cunbo; GAO, Panliang; CHU, Jie; WU, Xinping; WEN, Chunwei; KANG, Di; BAI, Jinlong; PEI, Xiaoyan; (82 pag.)WO2017/211303; (2017); 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. 116308-38-4, name is 2-Formylisonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Formylisonicotinonitrile

Part C To a flask charged with 70 ml of ether and 40 ml of tetrahydrofuran cooled in an ice bath at 0-50 is added methylmagnesium bromide (8.71 ml, 26.14 mmol, 1.50 equiv.) at once. To this is added a solution of 4-cyano-2-pyridinecarboxaldehyde (2.30 g, 17.42 mmol), dissolved in 60 ml of ether and 5 ml of tetrahydrofuran, dropwise over a 20 min period. The resulting tan slurry is refluxed for 1.5 h, cooled and poured into ice water containing 55 ml of 3N HCl and stirred at ambient temperature for 5 min. The contents are basified with 23 ml of 29% ammonium hydroxide and extracted 5 times with chloroform. The combined organic extracts are dried over Na2 SO4 and concentrated at reduced pressure. Chromatography with 160 g of silica gel, packed and eluted with acetone-methylene chloride (1:6), afforded 1.60 g (62%) of 4-cyano-2-(2-hydroxy)-ethylpyridine. TLC (silica gel GF): Rf =0.27 acetone-methylene chloride (1:6). 1 H NMR (CDCl3,TMS):delta 8.46 (d, 1H, J=4.33 Hz), 7.41 (s, 1H), 7.20 (dd, 1H, J=4.87, 0.82 Hz), 4.72 (q, 1H, J=6.08 Hz), 3.75 (s, 1H), 1.28 (d, 3H, J=6.55 UV (lambda max, ethanol): 216 sh (7,760), 220 sh (6,530), 278 (3,560), 287 sh (2,960). Analysis: Calculated for C8 H8 N2 O: C, 64.86; H, 5.41; N, 18.92. Found: C, 64.77; H, 5.51; N, 18.90. Mass Spectrum: M/Z (relative intensity %): (FAB) [M+H]+ 149 (100), 131 (30), 105 (8).

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, 116308-38-4, 2-Formylisonicotinonitrile.

Reference:
Patent; Pharmacia & Upjohn Company; US6043248; (2000); A;,
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. 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate. A new synthetic method of this compound is introduced below., Computed Properties of C12H16N2O4

Compound 2E (2.5 g, 9.91 mmol, 1.00 equiv) and CaC12 (1.65 g) were dissolved in EtOH (30 mL). The solution was cooled to 0C then NaBH4 (1.13 g, 29.87 mmol, 3.01 equiv) was gradually added. The solution was left under agitation overnight atambient temperature then the reaction was halted with the addition of water (50 mL). The mixture was extracted three times with 20 mL of EtOAc. The organic phases were combined, washed twice with 20 mL of NaC1 (sat.) then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 2.0 g (90 %) of compound 2F in the form of a colourless solid.

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, 639091-75-1, Methyl 2-(Boc-amino)isonicotinate.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174062; (2014); A1;,
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 97483-79-9, name is Ethyl 6-cyanopicolinate. This compound has unique chemical properties. The synthetic route is as follows. name: Ethyl 6-cyanopicolinate

To a 100-mL round bottom flask was added 40 mL of IN HC1 (aq). The flask was lowered into a 100C oil bath until the aqueous solution began to boil. While rapidly stirring, solid 6-cyanopicolinic acid ethyl ester (28.95 mmol, 5.10 g) was added to the boiling solution, and a vacuum adapter equipped with a glass frit was inserted into the top joint to limit the rate of water evaporation but allow for the removal of ethanol as the starting material was hydrolyzed. Because of the low melting point of the starting material, the reaction mixture was initially biphasic, but the biphasic mixture was slowly converted to a homogeneous solution as the starting material was consumed. The solution was stirred for one hour, and then the flask was removed from the oil bath and allowed to cool to room temperature under medium stirring to permit crystallization of the product. To complete crystallization, the mixture was stirred at 0C for another hour. The white precipitate was collected by suction filtration, washed with ice cold water (30 mL), followed by one portion (30 mL) of hot hexanes and one portion (30 mL) of 1 : 1 hexanes :dichlorome thane. The white solid was then recrystallized from boiling toluene, collected by vacuum filtration, and washed with additional toluene. Yield: 3.50 g (23.63 mmol, 82%). FontWeight=”Bold” FontSize=”10″ H NMR (Acetone-d6, 400 MHz) delta 8.22 (dd, J = 7.7, 1.2 Hz, 1H), 8.34 (t, J= 7.8 Hz, 1H), 8.42 (dd, J= 8.0, 1.2 Hz, 1H), 11.96 (s, br, 1H). 13C NMR (Acetone-d6, 100 MHz) delta 117.4, 128.7, 132.6, 133.9, 140.5, 150.2, 164.6. ESI- HRMS m/z 149 calc’d for C7H5O2N2 ([M+H]+) 149.0346, found 149.0342.

With the rapid development of chemical substances, we look forward to future research findings about 97483-79-9.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; FAHRNI, Christoph J.; MCCALLUM, Adam M.; MORGAN, Michael Thomas; (109 pag.)WO2018/231843; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem