Category: 109-08-0

Application of 109-08-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 109-08-0 as follows.

Step 1: 2-Chloromethylpyrazine To a solution of 2-methylpyrazine (4.7 g) in carbon tetrachloride (200 mL) were added N-chlorosuccinimide (8 g) and benzoyl peroxide (0.6 g). The mixture was brought to reflux with two 150-watt spotlights and irradiated for 4.5 hours. The mixture was then cooled to room temperature, evaporated to dryness, and chromatographed on flash silica gel using a mixture of ethyl acetate:toluene (1:4) as eluant to give the title compound as an oil, which was stored at 78¡ã C. as a solid. 1 H NMR (Ace-d6): delta 4.8 (2H, s), 8.6 (2H, s), 8.8 (1H, s).

According to the analysis of related databases, 109-08-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Frosst Canada, Inc.; US5389650; (1995); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

109-08-0, name is 2-Methylpyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 109-08-0

To a solution of 2- methylpyrazine (20.0 g, 212 mmol) in 1,4-dioxane (140 ml) was added ethyl 2-oxoacetate (56.4 g, 276 mmol) and diacetoxyiron (0.99 g, 6.4 mmol) under N2. The reaction was heated at 140¡ãC for 48 h. The mixture was concentrated under reduced pressure. The residue was purified by FCC (0 – 10percent EtOAc / petroleum ether) to give the title compound. Y = 30 percent. .H NMR (400 MHz, chloroform-;/) delta 8.54 – 8.48 (m, 3H), 4.70 – 4.64 (m, 1H), 4.26 (q, J= 8 Hz, 2H), 3.38 – 3.33 (m, 1H), 3.25 – 3.19 (m, 1H), 1.26 (t, J= 7 Hz, 3H).

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NODTHERA LIMITED; BOCK, Mark G.; WATT, Alan Paul; PORTER, Roderick Alan; HARRISON, David; (229 pag.)WO2019/25467; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 109-08-0,Some common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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.

2-methylpyrazine 0.478 (5 mmol) with 0.17 g of tetrabutylammonium bisulfate (0.5 mmol)5 ml of an aqueous solution of sodium hydroxide per liter was added,Heating to reflux, adding 5 mmol of p-dimethylaminobenzaldehyde,Reflux reaction. After completion of the reaction, the mixture was cooled to room temperature,The crude product was obtained by filtration and recrystallized from ethanol to give the product,Yield 56%.

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

Reference:
Patent; University of Science and Technology of China; Zhang Guoqing; Chen Biao; Xu Cheng; Wang Hao; Du Jiajun; Bi Guoqiang; Luo Yi; (111 pag.)CN107118586; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 109-08-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 109-08-0 as follows.

[00401] Intermediate 26: Synthesis of l-phenyl-2-(pyrazin-2-yl)ethanone[00402] To a mixture of diisopropyl-amine (1.29 g, 12.7 mmol) in anhydrous THF (10 mL) was added w-BuLi (2.5 M/L in hexane, 4.7 mL, 11.7 mmol) at -78C, after being stirred for 30 minutes, a solution of 2-methylpyrazine (1 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at -78C for 30 minutes, a solution of methyl benzoate (1.4 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at this temperature for 3 hours. When TLC indicated that the starting material was consumed, the reaction mixture was diluted with EtOAc, and the mixture was washed with water and brine, and concentrated. The residue was purified by column chromatography (PE:EtOAc=30: l) to give Intermediate 26 (700 mg, yield 33.3%).

According to the analysis of related databases, 109-08-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; WO2011/38204; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 109-08-0, A common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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.

Step C – Synthesis of mt 7-3 To a solution of 2-methylpyrazine (272 mg, 2.9 mmol) and HIVIPA (520 mg, 2.9 mmol) in THF (2.5 mL) was added LDA (1.6 mL, 3 mmol) at -78¡ãC dropwise. The mixture was allowed to stir at -78¡ãC for 30 minutes before a solution of mt 7-2 (600 mg, 2.45 mmol) in 2 mL of THF was added. The mixture was allowed to warm to room temperature for 3 hours before itwas quenched with 10 mL of saturated NH4C1 solution. The resulting mixture was extractedwith EtOAc (3 x 10 mL) and the combined organic washings were dried over sodlum sulfate,filtered and in vacuo. The resulting residue was purified using column chromatography (25percentEtOAc/ petroleum ether) to provide mt 7-3 (100 mg, 12percent). MS (ES): m/z (M+H) 339.

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig A.; MALETIC, Milana; SOLL, Richard; LI, Chunsing; LUO, Yunfu; QI, Zhiqi; WO2014/178; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – 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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 109-08-0

Example 10 Synthesis of (1-CYANOCYCLOPROPYL)-3-PYRAZIN-2-YLMETHANESULFONYL-2 (R)- (2, 2, 2-TRIFLUORO-1 (S)- 4-fluorophenylethylamino) propionamide AND N-(1-CYANOCYCLOPROPYL)-3-PYRAZIN-2-YLMETHANE- SULFONYL-2 (R)- (2, 2, 2-TRIFLUORO-L (R)-4-FLUOROPHENYLETHYLAMINO) propionamide STEP 1 A mixture of 2-methylpyrazine (7.0 g, 74.4 mmol), N-CHLOROSUCCINAMIDE (12.6 g, 94.4 MMOL), and benzoyl peroxide (0.1 g, 0.41 mmol) in carbon tetrachloride (200 mL) was heated to reflux for 16 h. The resulting dark heterogeneous solution was filtered, the filtrate concentrated, and the residue purified by flash chromatography (EtOAC/hexanes) to give 2-chloromethyl- pyrazine.

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AXYS PHARMACEUTICALS, INC.; WO2005/28429; (2005); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 109-08-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 109-08-0, name is 2-Methylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

In the glove box,Mn(CO)5Br (0.005mmol), [(E)-2-(2-(1-(2-pyridine)ethylidene))Pyridine] (0.006 mmol), added to 1.0 mL of toluene,After stirring for two hours, 2-methylpyrazine 1a (2 mmol) was added.Benzyl alcohol 2d (1mmol), after reacting at 135 ¡ã C for 48 hours, the reaction was stopped, and the solvent was evaporated to dryness.Column chromatography ethyl acetate / petroleum ether (1:10),Trans-disubstituted olefin derivative 3d. The product was a white solid with a yield of 68percent.

The synthetic route of 2-Methylpyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qingdao University of Science and Technology; Zhang Chunyan; (19 pag.)CN108250153; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 109-08-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 109-08-0, name is 2-Methylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Reaction of AgNO3 (33.8 mg, 0.2 mmol), methylpyrazine (mpyz)(19 mg, 0.2 mmol) and isophthalic acid (H2ipa) (33.3 mg, 0.2 mmol) took place in methanol-DMF (DMF = N,N-dimethylformamide) solvents (6 ml, v/v = 1:1) under ultrasonic treatment (160 W, 40 KHz,30 min) at 50 ¡ãC. Addition of ammonia (25percent, 0.5 mL) was found to be an efficient way to eliminate the white precipitate. The resultant solution was allowed slowly and quietly to evaporate at room temperature. The pale pink and prismatic crystals of compound 1 are obtained after several days in the darkness. The crystals were isolated by filtration and washed by deionized water and enthanol and dried in the air. Yield: ca. 80percent based on Ag. Elemental analysis: Anal. Calc. for Ag2C13H10N2O4: C, 32.94; H,2.13; N, 5.91. Found: C, 32.04; H, 2.24; N 6.09percent. Selected IR peaks(cm1): 3355 (s), 3068 (m), 2370 (w), 1606 (s), 1556 (s), 1477(m), 1429 (s), 1379 (s), 1263 (w), 1157 (w), 1062 (m), 1027 (m),943 (w), 906 (w), 821(w), 723 (s), 711 (s), 655 (m), 507 (w), 445(w), 406 (m).

The synthetic route of 2-Methylpyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Dan-Feng; Wang, Zhan-Hui; Zhang, Ting; Dai, Si-Min; Huang, Rong-Bin; Zheng, Lan-Sun; Inorganica Chimica Acta; vol. 415; (2014); p. 61 – 68;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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. name: 2-Methylpyrazine

General procedure: An oven-dried flask was purged with argon while hot, then allowed to cool down to room temperature under argon and charged with dry THF (2 mL/mmol of starting indole 3/6) and diisopropylamine (4.0 equiv). The solution was cooled to -78 ¡ãC in a dry ice/isopropanol bath and n-butyl lithium, 1.6 M solution in hexanes (4.0 equiv), was added to give a bright yellow solution. The mixture was stirred for 30 min below -60 ¡ãC whereupon a solution of picoline or another appropriate reagent with an ionizable methyl(ene) group (4.0 equiv) in THF (2 mL/mmol of starting indole 3 or 6) was added to give a yellow to red colored mixture. During a further 30 min, the bath temperature was allowed to rise to approx. 0 ¡ãC during which time the reaction mixture became a yellow to red suspension. The temperature was then kept at 0 ¡ãC (using an ice/water bath) for an additional 30 min. At this point, a solution of the indole-2-carbonyl compound 3/6 (1.0 equiv) in THF (4 mL/mmol) was added dropwise over the flask wall. The reaction mixture darkened (dark purple to dark brown color in most cases) and was then allowed to attain room temperature overnight. At 18 h (unless otherwise stated) after the addition of the indole component, the reaction was quenched with saturated aqueous ammonium chloride solution (10 mL/mmol of starting compound 3/6) and stirred for several minutes. Upon partition between ethyl acetate and water, the aqueous phase was extracted twice with dichloromethane and the combined organic layers were dried over MgSO4. The title products were purified by chromatography (the products typically eluted with 70-80percent of ethyl acetate). The products were then precipitated by concentration of the pooled column fractions combined with the addition of cyclohexane. The precipitates formed were filtered off, washed twice with cyclohexane and dried at 40 ¡ãC in vacuo to yield analytically pure samples. The following compounds were prepared in this way:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 109-08-0, its application will become more common.

Reference:
Article; Dolusic, Eduard; Larrieu, Pierre; Blanc, Sebastien; Sapunaric, Frederic; Norberg, Bernadette; Moineaux, Laurence; Colette, Delphine; Stroobant, Vincent; Pilotte, Luc; Colau, Didier; Ferain, Thierry; Fraser, Graeme; Galeni, Moreno; Frre, Jean-Marie; Masereel, Bernard; Van Den Eynde, Benoit; Wouters, Johan; Frederick, Raphael; Bioorganic and Medicinal Chemistry; vol. 19; 4; (2011); p. 1550 – 1561;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

109-08-0,Some common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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.

EXAMPLE 5 N-((3RS)-1-tert-Butylcarbonylmethyl-2,3-dihydro-2-oxo-5-(2-pyrazinyl)-1H-1,4-benzodiazepin-3-yl)-N’-(3-methylphenyl)urea (Compound 17) STR16 5A Phenacyl pyrazine Phenacyl pyrazine was prepared from methyl pyrazine and methyl benzoate as described by Behun and Levine (J Am Chem Soc 1959, 81, 5157) in 68% isolated yield (chromatography on silica-eluant 60% EtOAc in hexanes).

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

Reference:
Patent; Ferring-Research Limited; Yamanouchi Pharmaceutical Co. Ltd.; US5728829; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem