Pyridine-derivatives

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

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.1796-83-4, name is Dimethyl pyridine-3,4-dicarboxylate, molecular formula is C9H9NO4, molecular weight is 195.1721, as common compound, the synthetic route is as follows.name: Dimethyl pyridine-3,4-dicarboxylate

10267] Compound WXO1S-2 (26.00 g, 133.22 mmol, 1.00 eq) was dissolved in anhydrous dichioromethane (400.00 mE), then 3-chloroperoxybenzoic acid (40.57 g, 199.83 mmol, 85% purity, 1.50 eq) was added to reaction liquid at 0 C., and the mixture was stirred at 00 C. for 14 h under nitrogen condition. After reaction, water (500 mE) and sodium thiosulfate (about 20 g) were added in reaction liquid to quench the reaction. The resulting mixture was stirred for 1 h, and neutralized with sodium bicarbonate powder (about 20 g), then extracted with dichioromethane (400 mEx3). The organic phase was washed with saturated sodium chloride solution (400 mEx3), dried with anhydrous sodium sulfate and filtered. The filtrate was dried by rotary evaporation to obtain the crude. The crude was purified by colunm chromatography (petroleum ether:ethyl acetate=50:1-1:1) to obtain WXO18-3. ?H NMR (400 MHz, CDC13) oe ppm: 8.35 (d, J=1.64 Hz, 1H), 8.25 (dd, J=6.78, 1.76 Hz, 1H), 7.70 (d, J=6.78 Hz, 1H), 3.96 (s, 3H), 3.93 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1796-83-4, Dimethyl pyridine-3,4-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; SHENZHEN SALUBRIS PHARM CO LTD.; Wu, Chengde; Yan, Jie; Xu, Wenjie; Yu, Tao; Li, Ning; Chen, Shuhui; US2018/305346; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55676-21-6, Adding some certain compound to certain chemical reactions, such as: 55676-21-6, name is 1-(2-Chloropyridin-3-yl)ethanone,molecular formula is C7H6ClNO, 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 55676-21-6.

General procedure: 2-chloride pyridine derivatives (5mmol, 1.0eq), K2CO3 (7.5mmol, 1.5eq), 3-amino-1H-pyrazole-4-carbonitrile (5mmol, 1.0eq), CuI (0.5mmol, 0.1eq), ethylenediamine (1.0mmol, 0.2eq) were suspended in DMF. After three cycles of evacuating and backfilling with argon, the reaction tube was sealed and heated to 110°C for 20 hours. After cooling to room temperature, the mixture was diluted with water (100mL), and extracted with ethyl acetate (100mL×3). The organic phase was washed with water, brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified using silica gel chromatography to give the title compounds, yield 37-45percent.

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. 55676-21-6, 1-(2-Chloropyridin-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fang, Zhen; Wang, Tian-qi; Li, Hui; Zhang, Guo; Wu, Xiao-ai; Yang, Li; Peng, Yu-lan; Zou, Jun; Li, Lin-li; Xiang, Rong; Yang, Sheng-yong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 14; (2017); p. 3201 – 3204;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 83004-10-8, 2-Bromo-6-(bromomethyl)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: C6H5Br2N, blongs to pyridine-derivatives compound. Formula: C6H5Br2N

To a stirred solution of N-hydroxy-1-(4-methyl-4H-1 ,2,4-triazol-3-yl)-1- phenylmethanimine (0.45 g, 2.22 mmol, 1.0 eq.) in 20 ml of MeCN was added C82CO3 (0.795 g, 2.44 mmol, 1.1 eq.) followed by Kl (0.0365 g, 0.22 mmol, 0.1 eq.) in one portion. The resulting suspension was stirred for 5 mins before addition of 2-bromo-6-(bromomethyl)pyridine (0.586 g, 2.33 mmol, 1.05 eq.) in one portion. The reaction was stirred for 4 h at room temperature. The solid was removed by filtration and washed with 250 ml of fresh MeCN. The filtrate was evaporated, and 500 ml of EtOAc were added. The organic layer was washed with H2O and dried over MgSO4 then concentrated. Chromatography of the crude on silica gel gave N-[(6- bromopyridin-2-yl)methoxy]-1-(4-methyl-4H-1 ,2,4-triazol-3-yl)-1-phenylmethanimine (0.748 g, 90 % yield) as a yellow oil. HPLC/MS : m/z = 373 (M+H)

The synthetic route of 83004-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE SA; WO2009/130193; (2009); 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. 13600-47-0, name is 5-Aminonicotinonitrile, molecular formula is C6H5N3, 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. Application In Synthesis of 5-Aminonicotinonitrile

(S)-4-Bromo-2,2-difluoro-7-((trifluoromethyl)sulfonyl)-2,3-dihydro-1H-inden-1-ol (23 mg, 0.060 mmol) was dissolved in 1,4-dioxane (0.20 mL) and treated with 3-pyridinecarbonitrile, 5-amino- (8.6 mg, 0.070 mmol), cesium carbonate (27.5 mg, 0.080 mmol), palladium (II) acetate (0.68 mg, 0.003 mmol), and Xantphos (3.5 mg, 0.010 mmol). After cooling, the mixture was diluted with water and ethyl acetate then separated. This mixture didn’t separate well and there was insoluble yellow solid present, which was removed by filtration. The aqueous was washed with ethyl acetate and the combined organics were washed with saturated NaHCO3, saturated NaCl, dried over Na2S04, and concentrated in vacuo to a dark residue. The crude material was chromatographed on Si02 eluting with a gradient of ethyl acetate / hexane. The product was recovered as light tan solid, (12 mg, 47%). LCMS ESI (+) m/z (M+H) 420; 1H MR (400 MHz, CDCl3 plus CD3OD): delta 8.66 (s, 1H), 8.60 (s, 1H), 7.79-7.75 (m, 2H), 7.22-7.20 (m, 1H), 5.30 (d, 1H), 3.92-3.90 (m, 1H), 3.46-3.32 (m, 1H), 3.31-3.21 (m, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 13600-47-0.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; JOSEY, John, A.; (281 pag.)WO2016/145045; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem