Day: September 14, 2021

Electric Literature of 15862-37-0, 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 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: 5-Bromo-2-(4-chloro-3,5-difluorophenyl)-3-nitropyridine A 24/40-100 mL round bottom flask was charged with 2,5-dibromo-3-nitropyridine (2.00 g, 7.09 mmol) and 2-(4-chloro-3 ,5 -difluorophenyl)-4,4,5 ,5 -tetramethyl-1,3,2-dioxaborolane (1.95 g, 7.09 mmol). The mixture was diluted with THF(30 mL), and PdC12(dppf) (0.0520 g, 0.07 10 mmol) was added followed by aq. potassiumphosphate tribasic, (2.0 M, 7.09 mL, 14.2 mmol). The vial was sealed and degassed usingultra pure argon and sonication for 2 mm. The vial was placed in an oil bath preheated to65 C. After 35 mm, the reaction mixture was concentrated under reduced pressure,diluted with ethyl acetate and a brine solution, and filtered through a pad of Celite. The contents of the flask were transferred into a separatory funnel, and the organic was washed with brine (3X) and then back extracted with ethyl acetate. The combined organics were dried with magnesium sulfate, concentrated under reduced pressure, and purified by silica gel column chromatography (40 g ISCO RediSep Rf, loaded inlwith:DCM and dried, initial waste: 0 mL, fraction size: 9 mL 13x 100 mm, and eluted with dichloromethane in hexanes 0% [102 mL], 0-20% [150 mL], 20% [501 mL], 20-50% [252 mL], 50% [150 mL]). The fractions were collected to give 1.59 g (64%). ?H NMR (400MHz, CDC13) oe 8.94 (d, J=2.0 Hz, 1H), 8.37 (d, J=2.3 Hz, 1H), 7.23-7.16 (m, 2H). Mass found 350 [M+H].

According to the analysis of related databases, 15862-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59237-53-5, 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 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A flask was charged with methyl-6-chloro-5-nitronicotinate (2.00 g, 9.23 mmol), PdC12(PPh3)2 (324.00 mg, 461.70 jimol) and Cul (87.90 mg, 461.70 jimol). The system was evacuated and filled thrice with N2 before addition of TEA (44 mL) and DMF (88 mL) and the resulting solution was degassed with N2 for 10 mm. Thencyclopropylacetylene (1 .56 mL, 18.49 mmol) was added and the reaction mixture was stirred at rt for 18 h. Then, the reaction mixture was concentrated. The residue was purified by column chromatography on silica gel (Irregular SiOH 15-40 jim, 80 g, dry loading on celite®, mobile phase: heptane/DCM, gradient from 50:50 to 0:100). The fractions containing the product were combined and concentrated under vacuum to give1.3 g of intermediate 293 (58percent yield, brown solid).

According to the analysis of related databases, 59237-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (476 pag.)WO2017/125534; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18605-16-8 , The common heterocyclic compound, 18605-16-8, name is 6-Fluoro-2-methyl-3-nitropyridine, molecular formula is C6H5FN2O2, 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.

N-(2-Methyl-6-morpholin-4-ylpyridin-3-yl)guanidine; Step 1 : 4-(6-Methyl-5-nitropyridin-2-yl) morpholine; To a solution of 2-fluoro-5-nitro-6-picoline (3.0 g, 19.2 mmol) in DMSO (26 mL) were added morpholine (3.35 mL, 38.4 mmol) and potassium carbonate (6.64 g, 48.0 mmol). The reaction mixture was allowed to stir overnight, at 70C. The reaction mixture was then partitioned between EtOAc (40 mL) and water (40 mL). The organic solution was separated and the aqueous solution was extracted with EtOAc (2 x 40 mL). The organic solutions were combined, washed with brine, dried over MgSO4, filtered and concentrated to give 4-(6-methyl-5-nitropyridin-2-yl) morpholine (4.0 g, 99%), as a muddy green solid. LCMS (FA): Rt = 1.59 min, m/? = 224.0 (M+H).

The synthetic route of 18605-16-8 has been constantly updated, and we look forward to future research findings.

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

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. 101066-61-9, name is 2-Chloroisonicotinaldehyde. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H4ClNO

To a solution of 2-chloroisonicotinaidehyde (230 mg, 1.60 mmoi) in DCM (3 mL) was added DAST (773 mg, 4,80 rnrnol) at 0C under N2 and the mixture stirred at 0C for lh. Saturated aq. NaHCO3 was added and the mixture extracted with EtOAc (30 rnL x 3). The combined organic layers were dried over MgSO4, filtered, the filtrate concentrated in vacuo and the crude product purified by chromatography on silica (50% EtOAc in petroleum ether) to givethe title compound as an oil. LRMS mlz (M+H) 164.1 found, 164.1 required.

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, 101066-61-9, 2-Chloroisonicotinaldehyde.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 138487-20-4 ,Some common heterocyclic compound, 138487-20-4, molecular formula is C9H9NO, 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.

A solution of 4-(3-pyridyl)-but-3-yn-1-ol (0.32 g, 2.2 mmol) in EtOH (44 mL) was passed through the H-Cube hydrogenator flow reactor provided with a 10% Pd/C cartridge (flow rate: 1.0 mL/min; P = 1.0 bar; T = 3 5C). The outcoming solution was concentrated to dryness giving an oily residue (0.31 g). Purification by typical silica gel flash chromatography(CH2C12/MeOH, 95:5), afforded the pure title compound (0.294 g, 89%), as a colorless liquid. R = 1.16 mm. MS (ESI) m/z: 152 [M-H]. ?H NMR (DMSO-d6): oe 8.43 (m, 1H), 8.38 (dd, 1H, J= 4.8, 1.5 Hz), 7.61 (dt, 1H, J= 7.8, 2.1 Hz), 7.30 (dd, 1H, J= 7.8, 4.8 Hz), 4.37 (t, 1H, J= 5.2 Hz), 3.41 (q, 2H, J= 5.2 Hz), 2.59 (t, 2H, J= 7.7 Hz), 1.64-1.55 (m, 2H), 1.47-1.38 (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,138487-20-4, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; PIOMELLI, Daniele; BANDIERA, Tiziano; BERTOZZI, Fabio; NUZZI, Andrea; FIASELLA, Annalisa; PONZANO, Stefano; PAGLIUCA, Chiara; REGGIANI, Angelo Mario; WO2014/144836; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 79491-45-5, 2,6-Dibromo-3-methoxypyridine, 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, 79491-45-5, blongs to pyridine-derivatives compound. category: pyridine-derivatives

To conc H2SO4 (15 ml) at 0 C were added nitric acid (67%, 4.0 mL) and KNO3 (2.0 g) followed by Compound 137 (2.0 g, 7.5 mmol). The reaction mixture was stirred at 65 C overnight, after which it was poured into crushed ice and neutralized carefully with solid Na2C03, then extracted with EtOAc (2 times). The combined organic extracts were concentrated, and the resulting residue was purified by flash silica gel chromatography (0-80% of EtOAc in hexanes) to give Compound 138 (732 mg, 31% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,79491-45-5, its application will become more common.

Reference:
Patent; EXELIXIS, INC.; BANNEN, Lynne Canne; BUI, Minna; JIANG, Faming; WANG, Yong; XU, Wei; (235 pag.)WO2019/148043; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 120739-87-9, 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.120739-87-9, name is 4-(Chloromethyl)-2,6-dimethylpyridine, molecular formula is C8H10ClN, molecular weight is 155.6247, as common compound, the synthetic route is as follows.

b) 4-(2,6-Dimethylpyridyl)acetonitrile; To 4 mL of DMSO solution containing 0.63 g of sodium cyanide, 1 mL of DMSO solution containing 1.00 g of 4-chloromethyl-2,6-dimethylpyridine was added under cooling with ice, and stirred at room temperature for 2 hours. Water was added to the reaction solution which was then extracted with ethyl acetate. The ethyl acetate extract was washed with water, dried over anhydrous magnesium sulfate and removed of the solvent by reduced pressure distillation to provide 0.86 g (yield: 92%) of the title compound as a reddish brown, oily substance. 1H-NMR(CDCl3)delta:7.01(s,2H),4.02(s,2H),2.49(s,6H) Mass,m/e:146(M+,base)

The chemical industry reduces the impact on the environment during synthesis 120739-87-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASKA Pharmaceutical Co., Ltd.; EP2036905; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 10128-71-9 ,Some common heterocyclic compound, 10128-71-9, molecular formula is C6H5NO3, 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.

General procedure: According to a typical procedure, in a 100 mL round bottom flask, 2 g (13.06 mmol) of the acid 16 were added to 30 mL of acetone. The mixture was alkalized with a 20% NaOH solution to completely dissolve the acid. 0.82 mL (13.1 mmol, 1.87 g) of commercial CH3I were then added and the reaction mixture was stirred at room temperature for about 4 h. The solvent was moved off in a rotary evaporator and the residue was taken up in a small volume of distilled water (30 mL), acidified with 2 M HCl and stirred with slight heating for about 30 min. After concentration of the solution to about a half volume in a rotary evaporator, the formed solid product was collected by filtration, and a white residue was obtained. To remove the NaCl present as an impurity, the residue was treated with a small volume of absolute ethanol (15 mL), the suspension was filtered, and to the filtrate was added an excess of diethyl ether, obtaining the precipitation of the desired compound. This was collected and dried under vacuum.

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. 10128-71-9, 3-Hydroxyisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Brun, Paola; Dean, Annalisa; Di Marco, Valerio; Surajit, Pathak; Castagliuolo, Ignazio; Carta, Davide; Ferlin, Maria Grazia; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 486 – 497;,
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. 1227577-03-8, name is 2-Chloro-3-fluoropyridin-4-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H4ClFN2

To a solution of 2-(6-(difluoromethyl)pyridin-2-yl)-4-phenoxypyrrolo[2, 1- f][1,2,4]triazine (100 mg, 0.296 mmol) and 2-chloro-3-fluoropyridin-4-amine (65.0 mg, 0.443 mmol) in DMF (2 mL) was added NaH (25.8 mg, 0.59 1 mmol) at 0 C and the reaction mixture was warmed to room temperature and stirred for 2 h. The reaction mixture was poured in to 10 mL ice/H20. The resulting suspension was filtered. The isolated solid was used in the next reaction without further purification. LCMS m/z 391.1 (M+H); rt 1.29 mm; Conditions I.

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, 1227577-03-8, 2-Chloro-3-fluoropyridin-4-amine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARIKRISHNAN, Lalgudi S.; FINK, Brian E.; BORZILLERI, Robert M.; TONUKUNURU, Gopikishan; RAHAMAN, Hasibur; WARRIER, Jayakumar Sankara; SESHADRI, Balaji; (411 pag.)WO2017/15425; (2017); 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 70158-59-7, name is 2,5-Dichloro-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2,5-Dichloro-3-(trifluoromethyl)pyridine

Step 9 Methyl 4-{[3-chloro-5-(trifluoromethyl)-2-pyridyl]oxy}-5,8-dimethyl-1,1-dioxo-1,2,3,4-tetrahydro-1lambda6-thiochromene-6-carboxylate 0.48 g (1.7 mmol) of methyl 5,8-dimethyl-4-hydroxy-1,1-dioxo-1,2,3,4-tetrahydro-1lambda6-thiochromene-6-carboxylate and 0.4 g (1.9 mmol) of 2,5-dichloro-3-(trifluoromethyl)pyridine were dissolved in 20 ml of tetrahydrofuran and subsequently admixed with 0.21 g (1.9 mmol) of potassium tert-butoxide. The mixture was stirred for 3 h and subsequently concentrated using a rotary evaporator. The residue was taken up in 100 ml of ethyl acetate, washed with sat. NaCl solution (2*20 ml), dried over MgSO4 and concentrated using a rotary evaporator. The residue was purified by chromatography (silica gel, ethyl acetate: heptane=1:3). Yield: 0.64 g (80% of theory); yellow crystals; Rt=0.71 (silica gel/ethyl acetate); 1H NMR (CDCl3): delta 2.35 (s, 3H), 2.8 (m, 2H), 2.8 (s, 3H), 3.25 (s, 1H), 3.8 (m, 1H), 3.9 (s, 3H), 6.6 (m, 1H), 7.7 (s, 1H), 7.95 (m, 1H), 8.4 (m, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 70158-59-7.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US6297196; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem