Category: 5521-55-1

Synthetic Route of 5521-55-1, 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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

N,N-Dimethylformamide (5.0 mL), pyridine (1.0 mL, 12.36 mmol), and 1- [bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (945 mg, 2.48 mmol, HATU) were added to a mixture of 5- methylpyrazine-2-carboxylic acid (Alfa, 277 mg, 2.0 mmol) and tert-butyl (3- aminobicyclo[1.1.1]pentan-1-yl)carbamate (Pharmablock, 379 mg, 1.91 mmol) in sequential order. The reaction mixture was then stirred at ambient temperature for 1 hour and was then partitioned between dichloromethane (2 × 50 mL) and aqueous sodium carbonate (1.0 M, 100 mL). The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. Trifluoroacetic acid (10 mL, 130 mmol) was added to the residue, and the resulting solution was stirred at ambient temperature for 1 hour and concentrated in vacuo. The residue was directly purified by preparative HPLC [Waters XBridge C185 mum OBD column, 50 × 100 mm, flow rate 90 mL/minute, 5-100% gradient of acetonitrile in buffer (0.1% trifluoroacetic acid)] to give the title compound ( (0.71 g, 1.59 mmol, 83% yield). MS (ESI+) m/z 219 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 5-Methylpyrazine-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (661 pag.)WO2017/193063; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 5521-55-1

A solution of compound A3-1 (30 g, 216 mmol), Boc20 (56.2 g, 260 mmol) and DMAP (7.9 g, 640 mmol) in t-BuOH (800 mL) was stirred at 60 C for 18 h. The solution was concentrated and purified by column (PE: EA = 3: 1) to afford compound A3-2 (40 g, 95%>). 1H NMR (400 MHz, CDC13): 9.05 (d, J= 1.2 Hz, 1H), 8.52 (d, J= 0.8 Hz, 1H), 2.60 (s, 3H), 1.60 (s, 9H).

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CUMMING, Jared, N.; GILBERT, Eric, J.; STAMFORD, Andrew, W.; WO2012/138734; (2012); 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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C6H6N2O2

Example 348 W-{[1 -Ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-6-(trif luoromethyl)-1 H- pyrazolo[3,4-Jb]pyridin-5-yl]methyl}-5-methyI-2-pyrazinecarboxamide5-Methyl-2-pyrazinecarboxylic acid (152mg, 1.1mmol, commercially available from e.g. Avocado) was suspended in dichloromethane (3ml) and treated at 200C under nitrogen with oxalyl chloride (0.288ml, 3.3mmol) and diethylformamide (1drop). A vigorous reaction occurred. After 30min the reaction mixture was evaporated to dryness to give a dark yellow oil which was presumed to be 5-methyl-2-pyrazinecarbonyl chloride.A solution of 5-methyl-2-pyrazinecarbonyl chloride (1.1mmol) in dichloromethane (2ml) was added under nitrogen at 2O0C to a stirred mixture of Intermediate 36 (0.343g, 1.Ommol) and diisopropylethylamine (0.77ml, 4.4mmol) in chloroform (7ml). The resulting solution was stirred at 200C under nitrogen for 1.5h. The reaction mixture was evaporated to dryness and the residual oil was dissolved methanol (5ml) and applied to an aminopropyl SPE cartridge (2Og). The cartridge was eluted with methanol (3 column volumes). The product-containing fraction was evaporated to give the crude product as a brown foam (0.403g). This foam was dissolved in dichloromethane (10ml) and applied to a silica SPE cartridge (2Og). The cartridge was eluted using initially a gradient of 0 to 100% ethyl acetate in cyclohexane followed by a gradient of 0 to 20% methanol in ethyl acetate/dichloromethane. The product-containing fraction was evaporated to give Example 348 as a fluorescent yellow solid (0.215g). LCMS showed MH+ = 464; TREtau = 3.23min.

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/36733; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, 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. Safety of 5-Methylpyrazine-2-carboxylic acid

To a stirred suspension of 5-methyl-pyrazine-2-carboxylic acid (25 gm, 181 mmol) in 540mL THF at room temperature under nitrogen was addedDIEA (31.7 mL, 181 mmol) resulting in a brown solu- tion. Diphenyl phosphoryl azide (39.2 mL, 181 mmol)then was added dropwise as a solution in 50 mL THFover 1 hour behind a blast shield. The reaction wasallowed to stir overnight. The reaction then wasrotoevaporated to a small volume at room temperatureand partitioned between Et2O (1 L) and H20 (1 L) .The H2O layer was back extracted with 2 x 250 mLEt2O, and the combined organics washed 2 x 1 L withsaturated sodium bicarbonate. The organics weredried (MgSO4) , filtered and concentrated to a solidmass which was triturated with Et20 to give theproduct as a yellow solid (15 gm, 50%). Purercompound could be isolated by taking 1 gm of thecrude product in 20 mL of Et2O and treating with 1-2gm of decolorizing carbon at room temperature for afew minutes. After filtration and concentration,this material was homogeneous by TLC in EtOAc andpure white. The recovery was typically 65%.

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICOS CORPORATION; WO2006/12308; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5521-55-1, 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 5521-55-1 as follows.

A. Ethyl 5-methyl-2-pyrazinecarboxylate 5-methyl pyrazine-2-carboxylic acid (6.65 g, 48.14 mmol) was refluxed in 50 mL of EtOH containing a few drops of H2SO4 for 5h and then cooled and concentrated. The residue was redissolved in EtOAc and washed 1 x NaHCO3, 1 x brine and the organics dried (Na2SO4), filtered and concentrated to give the title compound (7.05 g, 42.42 mmol, 88% yield) as a pale yellow oil :’H NMR (CDCI3, 400 MHz) 8 9.16 (s, 1H), 8.55 (s, 1H), 4.47 (dd, J= 14.1, 7.1 Hz), 2.64 (s, 3H), 1.42 (t, J = 7. 2 Hz, 3H).

According to the analysis of related databases, 5521-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/76440; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 5521-55-1, 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. 5521-55-1 name is 5-Methylpyrazine-2-carboxylic acid, This 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.

Step 1: To a solution of 2-methylpyrazine-5-carboxylic acid (10 g, 72.4 mmol) and TEA (20 mL, 108 mmol) in t-butanol (156 mL) and dioxanes (100 mL) was added diphenyl phosphorylazide (23.4 mL, 108 mmol) and the resulting solution was warmed at 100 C. for 3 hours and then cooled to room temperature overnight. The crude reaction mixture was concentrated in vacuo. Purification by chromatography (silica 0-15% ethyl acetate/hexanes) following trituration of impure fractions with ether afforded (5-methyl-pyrazin-2-yl)-carbamic acid tert-butyl ester (10.6 g, 70%): 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.56 (s, 9H) 2.51 (s, 3H) 8.02 (br. s., 1H) 8.07-8.14 (m, 1H) 9.18 (d, J=1.13 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methylpyrazine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-55-1, 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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

(B-96) To a solution of 5-methyl-2-pyrazine carboxylic acid (25g, 180mmol), HOBt (4.9g, 36mmol), and N,O-dimethylhydroxyamine hydrochloride (21g, 220mmol) in methylene chloride (100ml) and chloroform (400ml), were added triethylamine (30ml, 220mmol) and WSCD (41g, 220mmol) and the mixture was stirred at room temperature for 2 hours.. The solution was washed and dried, then the solvent was evaporated undr reduced pressure to give crude 5-methylpyrazine-2-carboxylic acid methoxymethylamide (30.5g). NMR(CDCl3) delta: 2.63(3H, s), 3.41(3H, s), 3.75(3H, s), 8.47(1H, s), 8.82(1H, s).

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, 5-Methylpyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Electric Literature of 5521-55-1, The chemical industry reduces the impact on the environment during synthesis 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

General procedure: Under argon, a stirred solution of appropriate carboxylic acid (0.37 mmol, 1.0 eq.) and Et3N (0.48 mmol, 1.3 eq.) in dry THF (7 mL) was cooled to -10 C. Ethyl chloroformate (0.55 mmol, 1.5 eq.) was dropwise added and the resulting mixture was stirred for 2 h. Afterward, a solution of sodium azide (0.63 mmol, 1.7 eq.) in water (2 mL) was added in one portion. After 1 h at -10 C, the reaction was found to be complete (TLC) and was quenched into iced water (5 mL). The mixture was extracted with EtOAc (3 * 10 mL) and the combined organic layers were successively dried over MgSO4, filtered and evaporated under reduced pressure. The crude acyl azide was placed in dry toluene (20 mL) and the mixture heated at reflux for 1 h to give the corresponding crude isocyanate. The latter was dissolved in dry dioxane (7 mL) prior to adding the amine 4 (0.37 mmol, 1.0 eq.). The solution was heated at reflux for 24 h. The reaction mixture was cooled to room temperature and the volatiles were removed to dryness in vacuum at 40 C. The dark residue was purified by silica gel chromatography column (CH2Cl2/MeOH 99/1) to afford the desired valmerins.

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, 5-Methylpyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Related Products of 5521-55-1, 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. 5521-55-1 name is 5-Methylpyrazine-2-carboxylic acid, This 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.

To a 250 ml four-necked flask was added 13.8 g of 5-methylpyrazine-2-carboxylic acid and 35.7 g of thionyl chloride, and the mixture was heated with stirringReflux reaction 2h, stop heating, vacuum distillation out of excess thionyl chloride, to be evaporated to dry, cooled to room temperature. The residue is dissolved138 g of dichloromethane, and then 20.4 g of p-aminoethylbenzenesulfonamide was added, and 30.4 g of triethylamine was slowly added with stirring,And then stirred at room temperature for 12 h. Filter, and with a small amount of dichloromethane rinse, dry, the filter cake into the water, with hydrochloric acidPH = 1, stirring for 20min, filtered and washed with water to neutral, the resulting solid at 60 ~ 70 for 12h, you can get29.5 g of a white solid product, 2- [4-aminosulfonyl-phenyl] -ethyl-5-methylpyrazine formamide, yield 92.2%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methylpyrazine-2-carboxylic acid, and friends who are interested can also refer to it.

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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Product Details of 5521-55-1

A mixture of 5-methyl-2-pyrazinecarboxylic acid (1) (0.01 mol) and hydrazine hydrate (0.025 mol) in ethanol (20 mL) was refluxed for 9 h on consistent stirring. After completion of the reaction (monitored by the TLC), the reaction mixture is cooled to room temperature, poured in ice-cold water (20 mL). Thus the solid separated was filtered off and the crude product was recrystallized from ethyl acetate to give pure 5-methyl-2-pyrazinecarboxylic acid hydrazide (2).

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.