Category: 769-28-8

Related Products of 769-28-8, 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. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, 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.

Intermediate 1 3-(Aminomethyl)-4,6-dimethyl-2(lH)-pyridinone hydrochloride Palladium on carbon (10%) (3.24 g) was charged into a 2L dry Parr bottle and a small amount of acetic acid was added. Next added 4,6-dimethyl-2-oxo-l ,2-dihydro- pyridine-3- carbonitrile (30 g , 202.7 mmol), sodium acetate (30.75 g, 375.0 mmol), platinum oxide (0.218 g), and acetic acid (1 L).. The bottle was capped, placed on Parr apparatus, and shaken under an atmosphere of ¾ (100 psi) for 2 days. The reaction mixture was filtered. The solvent was removed to give a residue, which was treated with 150 mL of cone. HCl, and the formed solids were filtered. The yellow filtrate was concentrated . To the crude compound was added 30 mL of cone. HCl and 150 mL EtOH, the contents cooled to 0 C, and stirred at 0 C for 2h. The formed solids were filtered, washed with cold EtOH, ether, and dried. The product was collected as 36 g. This batch was combined with other batches prepared on smaller scales and triturated with ether to give 51 g of pure compound.. 1H NMR (400 MHz, DMSO- 6) delta ppm 1 1.85 (br s, l H) 8.13 (br s, 3 H) 5.93 – 6.01 (m, 1 H) 3.72 – 3.80 (m, 2 H) 2.22 (s, 3 H) 2.16 (s, 3 H).

According to the analysis of related databases, 769-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; BRACKLEY, James; BURGESS, Joelle, Lorraine; GRANT, Seth; JOHNSON, Neil; KNIGHT, Steven, D.; LaFRANCE, Louis; MILLER, William, H.; NEWLANDER, Kenneth; ROMERIL, Stuart; ROUSE, Meagan, B.; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2011/140324; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 769-28-8, Adding some certain compound to certain chemical reactions, such as: 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile,molecular formula is C8H8N2O, 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 769-28-8.

Example 6 3-(5-_ELhLI-2,4-dimgLhyl-6-oxo-1,6-dihydroMidin-3-yl)benzonitrile Step 1: 2-Chloro-3-cyano-4,6-dimethylpyridine: A stirred mixture of 3-cyano-4,6-dimethyl- 2-hydroxypyridine (4.35 g, 29.39 mmol) and phosphorous pentachloride (6.92 g, 33.21 mmol) is heated to 120C. The reaction mixture becomes clear and is stirred for an additional 1 hr. It is then poured onto ice/water (250 mL) and allowed to stand for 30 min. The solution is neutralized with sodium bicarbonate (pH 6) and extracted with dichloromethane (400 mL). The separated organic layer is dried, filtered and concentrated to yield 2-chloro-3-cyano-4,6- dimethylpyridine (4.60 g, 94% yield) as a tan solid containing ca 15% impurity. LC/MS: MS m/e = 167/169 (M + H) ; RT 2.98 min; NMR (CDCl3, 8 ppm) 7.08 (1H, s), 2.57 (3H, s), 2.55 (3H, s).

According to the analysis of related databases, 769-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2005/97750; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 769-28-8, Adding some certain compound to certain chemical reactions, such as: 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile,molecular formula is C8H8N2O, 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 769-28-8.

A 100 mL Teflon-sealed flask was charged with the 2-pyridone 1m(296 mg, 2.0 mmol), diaryliodonium salts 2r (1.695 g, 3.0 mmol, 1.5equiv), and Cs2CO3 (975 mg, 3.0 mmol, 1.5 equiv) under air atmosphere.DCE (20 mL) was then added to the flask. The reaction mixturewas stirred at 120 C until the 2-pyridone 1m was consumedcompletely (monitored by TLC). At this time, the solvent was removedin vacuo and the residue was purified by flash column chromatography(the crude residue was dry loaded on silica gel, 1:10 EtOAc/PE) toprovide the desired product 5; yield: 485 mg (83%); white solid; mp102-103 C.IR (film): 3073, 2922, 2229, 1600, 1449, 1327, 1179, 799 cm-1.1H NMR (400 MHz, CDCl3): delta = 7.54-7.48 (m, 3 H), 7.39 (d, J = 7.2 Hz,1 H), 6.86 (s, 1 H), 2.54 (s, 3 H), 2.37 (s, 3 H). 13C NMR (100 MHz, CDCl3): delta = 126.8, 161.1, 155.1, 152.9, 132.3 (q, J =32.1 Hz), 129.9, 124.9, 122.2 (q, J = 269.1 Hz), 121.9 (q, J = 3.6 Hz),119.7, 118.8 (q, J = 3.6 Hz), 114.3, 95.3, 24.4, 20.2.HRMS (ESI): m/z (M + H)+ calcd for C15H12F3N2O: 293.0902; found:293.0891.

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. 769-28-8, 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Xiao-Hua; Ye, Ai-Hui; Liang, Cui; Mo, Dong-Liang; Synthesis; vol. 50; 8; (2018); p. 1699 – 1710;,
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 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C8H8N2O

Compound g 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (3 g, 1.0 eq) and an appropriate amount of Raney nickelAdd to methanol (50 ml), add saturated aqueous ammonia (25 ml), react under hydrogen for 24 hours, filter, and concentrate.Crystallization gave 2.0 g of product h.

With the rapid development of chemical substances, we look forward to future research findings about 769-28-8.

Reference:
Patent; Chinese Academy Of Sciences Hefei Matter Sciences Institute; Liu Qingsong; Liu Jing; Lv Fengchao; Hu Chen; Wang Wenliang; Wang Aoli; Qi Ziping; Liang Xiaofei; Wang Wenchao; Ren Tao; Wang Beilei; Wang Li; (56 pag.)CN108314677; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 769-28-8, 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.769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, molecular weight is 148.16, as common compound, the synthetic route is as follows.

Palladium on carbon (10%) (3.24 g) was charged into a 2 L dry Parr bottle and asmall amount of acetic acid was added. Next added 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (30 g, 202.7 mmol), sodium acetate (30.75 g, 375.0 mmol),platinum oxide (0.218 g), and acetic acid (1 L) .. The bottle was capped, placed on Parrapparatus, and shaken under an atmosphere ofH2 (100 psi) for 2 days. The reaction mixture was filtered. The solvent was removed to give a residue, which was treated with150 mL of cone. HCl, and the formed solids were filtered. The yellow filtrate wasconcentrated. To the crude compound was added 30 mL of cone. HCl and 150 mL EtOH,the contents cooled to 0 C, and stirred at 0 oc for 2h. The formed solids were filtered,washed with cold EtOH, ether, and dried. The product was collected as 36 g. This batchwas combined with other batches prepared on smaller scales and triturated with ether togive 51 g of pure compound. IH NMR (400 MHz, DMSO-d6) 8 ppm 11.85 (br s,l H) 8.13(br s, 3 H) 5.93-6.01 (m, 1 H) 3.72-3.80 (m, 2 H) 2.22 (s, 3 H) 2.16 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis 769-28-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE LLC; BURGESS, Joelle, Lorraine; DUQUENNE, Celine; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; VERMA, Sharad, Kumar; WO2013/173441; (2013); A2;,
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. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

2-Chloro-4, 6-dimethylnicotinonitrile4,6-Dimethyl-2-oxo-l,2-dihydropyridine-3-carbonitrile (5g, 34mmol) was added to phosphorus oxychloride (20ml). The reaction was stirred at reflux for 2 h, after which it was seen complete. Volatiles were removed and the residue triturated with petrol.The resultant solid was filtered off and washed with hexane,and dried to give a pure white solid (5.1g, 90%). deltaH (250 MHz, CDCl3) 2.55 (3 H, s, CH3), 2.57 (3 H, s, CH3),7.09 (1 H, s, ArH); deltac ( 250 MHz, CDCl3) 162.64 (C), 154.39 (C), 152.26 (C), 123.22 (CH), 114.28 (C), 108.31 (C), 24.5 (CH3), 20.54 (CH3).; m/z 189 (M + Na)

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, 769-28-8, 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile.

Reference:
Patent; CYCLACEL LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; WO2008/122767; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 769-28-8, 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, 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, 769-28-8, blongs to pyridine-derivatives compound. Application In Synthesis of 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

To the suspension of 3-cyano-4,6,-dimethyl-2-pyridone (3 g, 0.02 mol) and powdered NaOH (0.80 g, 0.02 mol) in dry DMF (10 ml) stirred at r.t. for 15 min was added 1,3-dibromopropane (2.02 g, 0.01 mol) slowly with constant stirring [41]. The reaction mixture was stirred at room temperature for 12 h. Completion of reaction was confirmed via TLC. There were 3 spots visualized on TLC indicating the formation of region isomers. DMF was removed under reduced pressure using rotavapour and the product was treated with 1:1 CHCl3:H2O system (300 ml). The organic layer was collected and the aqueous layer was washed three times with 300 ml of CHCl3 (100 ml each). The organic layers were combined and washed with water (100 ml) and dried over anhydrous Na2SO4. Column chromatography was done for separation of regioisomers. The first fraction collected at 20% ethyl acetate:hexane was characterized as title compound. This was crystallized with 5% ethyl acetate:hexane and ethyl acetate solution, respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,769-28-8, its application will become more common.

Reference:
Article; Tewari, Ashish Kumar; Singh, Ved Prakash; Dubey, Rashmi; Puerta, Carmen; Valerga, Pedro; Verma, Rajnikant; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 79; 5; (2011); p. 1267 – 1275;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 769-28-8 ,Some common heterocyclic compound, 769-28-8, molecular formula is C8H8N2O, 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.

[00176] Step 2: tert-butyl ((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3- yl)methyl)carbamate: To a solution of 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3- carbonitrile (40 g, 0.27 mol) in THF/CH30H (1:1, 2 L) were added Ni (40 g), Boc20 (110 g,0.5 mol) and Et3N (50 g, 0.5 mol). Then the mixture was stirred in H2 atmosphere at roomtemperature for 48 h. The reaction solution was filtrated and concentrated to give crude product. The crude was added H20 (200 mL) and extracted by DCM (600 mL*3). The organic layer was concentrated to give tert-butyl ((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3- yl)methyl)carbamate (40 g, 56 %) for next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,769-28-8, its application will become more common.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; DAKIN, Les, A.; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NASVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2015/23915; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 769-28-8, 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. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, 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.

1-methyl-4-cyano-5,6,7,8-tetrahydroisoquinolone (14.8 g, 0.1 mol) was added to a solution of methanol and added5g of self-manufactured Raney Nickel and 15ml of ammonia, replace it with nitrogen and replace it with hydrogen. Maintain the hydrogen pressure under confined conditionsAt 10 MPa, slowly warm up to 72C and stir overnight. Stop the reaction. After TLC monitoring reaction is complete, cool to room temperature and filter to removeAgents. The reaction solution was concentrated in vacuo to give a colorless oil that solidified upon standing.

According to the analysis of related databases, 769-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan University; Puluo Pharmaceutical Co., Ltd.; Yu Luoting; Wei Yuquan; (24 pag.)CN107573327; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 769-28-8, 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. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, 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.

4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (20.0 g, 0.135 mol) was added to a solution of EtONa prepared from Na (3.1 g,0.135 mol) and EtOH (50 ml); the mixture was stirred for30 min, and the solvent evaporated to dryness. 4-Methylphenacyl bromide (28.8 g, 0.135 mol) and dry DMF (100 ml)was added to the resulting salt. The reaction mixture was heated on water bath at 80C for 2 h, cooled to room temperature, poured into ice water, and the formedprecipitate was filtered off. The mixture of N- and-alkylated isomers obtained in this way could be separated by two methods. Method I is based on differencein solubility of these substances (isomer 4b is less solublein CHCl3 and EtOAc than isomer 4). To separate theisomers, the obtained precipitate was placed on a Schott filter and washed with CHCl3-EtOAc, 1:1, several times.The substance remaining on the filter was recrystallized from EtOH. Method II involves the use of colum nchromatography (gradient eluting through SiO2, eluent CHCl3 followed by EtOAc).

According to the analysis of related databases, 769-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Babaev, Eugene V.; Nevskaya, Aleksandra A.; Dlynnikh, Ilya V.; Chemistry of Heterocyclic Compounds; vol. 51; 3; (2015); p. 269 – 274; Khim. Geterotsikl. Soedin.; vol. 51; 3; (2015); p. 269 – 274,6;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem