Category: 5424-01-1

Reference of 5424-01-1, These common heterocyclic compound, 5424-01-1, name is 3-Aminopyrazine-2-carboxylic acid, 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.

To a suspension of 3-aminopyrazine-2-carboxylic acid(20 g, 1 eq) in methanol (200 mL) in an ice bath, concentratedH2SO4 (20 mL) was added slowly (dropwise,over at least a 2 h interval). After vigorous stirring for48 h, a black solution was formed and TLC (EA:PE = 1:2,v/v, Rf = 0.22) analysis showed the complete consumptionof compound 1. The reaction mixture was then concentrated.The mixture was adjusted to pH 7-8 by progressivelyadding Na2CO3 (20%, m/m) aqueous solution(100 mL) under ice conditions. The mixture was filtered.The filter residue was collected and dried under reducedpressure to obtain black solid 2 (15.4 g, 70%).Methyl 3-aminopyrazine-2-carboxylate (2)Yield: 70%, black solid. m.p.: 173-175 C (Lit.172-173 C, Caldwell et al. 2012). 1H-NMR (400 MHz,DMSO-d6): d 8.26 (d, J = 2.2 Hz, 1H), 7.90 (d,J = 2.2 Hz, 1H), 7.37-7.32 (m, 2H), 3.84 (s, 3H). 13C NMR (101 MHz, DMSO-d6): d 166.37, 155.78, 147.72,132.40, 123.12, 52.00. MS (EI): m/z = 153.1 (M?). 94.1(M?, -COOCH3).

Statistics shows that 3-Aminopyrazine-2-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5424-01-1.

Reference:
Article; Liu, Feng-Liang; Li, Cui-Qin; Xiang, Hao-Yue; Feng, Si; Chemical Papers; vol. 71; 11; (2017); p. 2153 – 2158;,
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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. 5424-01-1, name is 3-Aminopyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 3-Aminopyrazine-2-carboxylic acid

15 g of 3-aminopyrazine-2-carboxylic acid was added to 200 ml of methanol.Add 10 ml of thionyl chloride, stir overnight at room temperature, and concentrate.200 ml of toluene was added and concentrated to give 18 g of 3-aminopyrazine-2-carboxylic acid methyl ester.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Changsha Shencheng Biological Technology Co., Ltd.; Bu Gonggaofamingren; (5 pag.)CN107513041; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5424-01-1, name is 3-Aminopyrazine-2-carboxylic acid, molecular formula is C5H5N3O2, 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. Formula: C5H5N3O2

Add 3-aminopyrazine-2-carboxylic acid (50.0 g, 369.4 mmol) to a solution of N-bromosuccinimide (61.2 g, 377.3 mmol) and dimethylformamide (236.3 g, 3.2 mole) at 0 C. After 1 hour at room temperature, an orange solid is formed. Wash the solid residue with ethyl acetate (500 mL) and discarded it. Dry the organic phase with sodium sulfate, filter, and concentrate under reduced pressure to yield the title compound as a white solid (32.0 g, 146.7 mmol, 41%). ES/MS m/z (79Br/81Br) 217.1/219.0 (M+H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5424-01-1, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; CIFUENTES-GARCIA, Marta Maria; GARCIA-PAREDES, Maria Cristina; (34 pag.)WO2018/194885; (2018); A1;,
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Pyrazine | C4H4N2 – PubChem

Electric Literature of 5424-01-1, The chemical industry reduces the impact on the environment during synthesis 5424-01-1, name is 3-Aminopyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 1139.1 1 153.14[0257] A slurry of 3-amino-2-pyrazinecarboxylic acid (15 gm, 0.108 moles) in dry methanol (250 mL) was stirred as concentrated sulfuric acid (10 mL, 18.4 gm, 0.188 moles) was added. The addition of the acid caused most of the solid to dissolve. The mixture was stirred at reflux, causing the formation of a clear yellow solution. This solution was stirred at reflux for 5 hours and was then stored at room temperature overnight. The solution was diluted with methylene chloride (500 mL) and was stirred as a solution of potassium carbonate (26 gm, 0.188 moles) in water (75 mL) was slowly added. After stirring for 15 minutes, the organic phase was separated from the aqueous phase and was dried over magnesium sulfate. After filtration to remove the drying agent, the solvents were removed under reduced pressure. The solid residue was recrystallized from isopropyl alcohol to provide the methyl ester as a tan powder in a yield of 7.22 gm (43.7%).

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, 3-Aminopyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANUS BIOTHERAPEUTICS, INC.; LIPFORD, Grayson, B.; ZEPP, Charles, M.; WO2012/167046; (2012); A1;,
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Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5424-01-1, 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. 5424-01-1, name is 3-Aminopyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Compound 1 (5 g, leq) was added to methanol (50 ml)Ice water bath by adding concentrated sulfuric acid (4eq),The reaction was stirred at room temperature,TLC showed complete reaction,concentrate,Saturated sodium carbonate adjusted to pH = 8,Filter, 50 dry 2h,A brown solid 2 (4.18 g,76%).

The chemical industry reduces the impact on the environment during synthesis 3-Aminopyrazine-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Central South University; Liu Fengliang; Li Cuiqin; (19 pag.)CN106866553; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 5424-01-1 as follows. 5424-01-1

General procedure: Used for N-benzyl derivatives 1-8. The starting 3-aminopyrazine-2-carboxylic acid(Sigma-Aldrich, Schnelldorf, Germany; 2.2 g; 15.8 mmol) in methanol (250 mL) was cooled downto 0 C and concentrated H2SO4 (3.2 mL) was added. The reaction mixture was stirred for 48 h atrt. Subsequently the reaction mixture was poured into water (27 mL) and alkalized by NaHCO3(approx. 6.3 g) to pH = 7. The precipitate was filtered off and collected as white-brown solid toobtain methyl 3-aminopryzine-2-carboxylate [32]. Methyl 3-aminopyrazine-2-carboxylate (100 mg;0.65 mmol) in methanol (2 mL) along with substituted benzylamine (1.95 mmol; 3 equiv) and NH4Cl(10 mg; 0.19 mmol; 0.1 equiv) [33] were put into reaction tube used for microwave assisted synthesiswith a magnetic stirrer. Reaction was performed in a CEM Discover microwave reactor with a focusedfield in pressurized vials with the following settings: 130 C, 90 W and 40 min. The progress of thereaction was checked using TLC (Merck Silica 60 F254) developed by in hexane/ethyl-acetate 2:1 system.The reaction mixture was adsorbed to silica gel and purified by flash chromatography (Teledyne IscoInc.,) using silica (irregular, 40-63 m) as a stationary phase and gradient elution EtOAc in hexane0-100%, with respect to the expected lipophilicity of the product.

According to the analysis of related databases, 5424-01-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bouz, Ghada; Semelkova, Lucia; Jand?ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kubi?ek, Vladimir; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 24; 7; (2019);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem