Category: 1458-16-8

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 1458-16-8 as follows. 1458-16-8

To a mixture under argon of 0.5 mmol of intermediate -if-,0.025 mmol of Cul and 1 mmol of potassium carbonate in a small thick glass reactor (Ace Tube) , are successively added 1 mL of isopropanol, 1 mmol of ethylene glycol and 0.75 mmol of thiophenol. The reactor is sealed with a Teflon stopper, placedunder magnetic stirring and heated two hours at 80C. The reaction mixture is cooled to room temperature and the thus obtained precipitate isolated through filtration, washed and recrystallized from hot methanol (yield : 88%)LCMS (IE, m/z): (M+1) 248; ?H NMR: oH ppm 400 MHz, DMSO: 7.19 -7.14 (3H, m, CHarom.) , 7.30-7.26 (2H, m, CHarom.) , 7.97 (1H, 5,CHarom)

According to the analysis of related databases, 1458-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIERRE FABRE MEDICAMENT; KALOUN, El Bachir; BEDJEGUELAL, Karim; MORDANT, Celine; RABOT, Remi; TAMBURLIN, Isabelle; FOURNIER, Emmanuel; SCHMITT, Philippe; (74 pag.)WO2016/207345; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1458-16-8, These common heterocyclic compound, 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, 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.

30 ml of ammonia in water is added under magnetic stirring to 15 g (53.8 mmol) of a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate in 150 ml of methanol. The reaction medium is stirred at 25C for 48 hours. After evaporation of the solvents, the precipitate obtained is filtered, rinsed with water and then dried at 50C to yield 12.50 g of 3-amino-6-iodopyrazine-2-carboxamide (88%) in the form of a beige solid.LCMS (EI, m/z): (M+l) 265.021H NMR: 6H ppm (400 MHz, DMSO): 8.35 (1H, s, CHarom), 7.85 (1H, bs, H), 7.60 (3H, bs, NH), 3.25 (3H, s, CH3)

The synthetic route of 1458-16-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIERRE FABRE MEDICAMENT; KALOUN, El Bachir; BEDJEGUELAL, Karim; RABOT, Remi; KRUCZYNSKI, Anna; SCHMITT, Philippe; PEREZ, Michel; RAHIER, Nicolas; WO2012/101239; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – 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. 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H6IN3O2

30 ml of ammonia in water is added under magnetic stirring to 15 g (53.8 mmol) of a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate in 150 ml of methanol. The reaction medium is stirred at 25C for 48 hours. After evaporation of the solvents, the precipitate obtained is filtered, rinsed with water and then dried at 50C to yield 12.50 g of 3-amino-6-iodopyrazine-2-carboxamide (88%) in the form of a beige solid. LCMS (EI, m/z): (M+1) 265.02 1H NMR: deltaH ppm (400 MHz, DMSO): 8.35 (1H, s, CHarom), 7.85 (1H, bs, NH), 7.60 (3H, bs, NH), 3.25 (3H, s, CH3)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1458-16-8.

Reference:
Patent; PIERRE FABRE MEDICAMENT; Kruczynski, Anna; Creancier, Laurent; Kaloun, El Bachir; Bedjeguelal, Karim; Rabot, Remi; EP2689779; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, 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. category: Pyrazines

Example 3b: 3-amino-6-iodopyrazine-2-carboxamide 30 ml of ammonia in water is added under magnetic stirring to 15 g (53.8 mmol) of a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate in 150 ml of methanol. The reaction medium is stirred at 25C for 48 hours. After evaporation of the solvents, the precipitate obtained is filtered, rinsed with water and then dried at 50C to yield 12.50 g of 3-amino-6-iodopyrazine-2-carboxamide (88%) in the form of a beige solid. LCMS (EI, m/z): (M+l) 265.02 1H NMR: deltaEta ppm (400 MHz, DMSO): 8.35 (1H, s, CHarom), 7.85 (1H, bs, NH), 7.60 (3H, bs, NH), 3.25 (3H, s, CH3).

The synthetic route of Methyl 3-amino-6-iodopyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIERRE FABRE MEDICAMENT; SOKOLOFF, Pierre; CACHOUX, Frederic; WO2014/16433; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1458-16-8, 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. 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example 3b 3-amino-6-iodopyrazine-2-carboxamide 30 ml of ammonia in water is added under magnetic stirring to 15 g (53 8 mmol) of a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate in 150 ml of methanol. The reaction medium is stirred at 25 C. for 48 hours. After evaporation of the solvents, the precipitate obtained is filtered, rinsed with water and then dried at 50 C. to yield 12.50 g of 3-amino-6-iodopyrazine-2-carboxamide (88%) in the form of a beige solid. LCMS (EI, m/z): (M+1) 265.02 1H NMR: deltaH ppm (400 MHz, DMSO): 8.35 (1H, s, CHarom), 7.85 (1H, bs, NH), 7.60 (3H, bs, NH), 3.25 (3H, s, CH3)

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-6-iodopyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIERRE FABRE MEDICAMENT; KALOUN, El Bachir; BEDJEGUELAL, Karim; RABOT, Remi; KRUCZYNSKI, Anna; SCHMITT, Philippe; PEREZ, Michel; RAHIER, Nicolas; US2013/85144; (2013); 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. 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Formula: C6H6IN3O2

Tetrakis(triphenylphosphine)palladium(0) (176 mg, 0.152 mmol) was added to a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate (350 mg, 1.25 mmol) and Cul (167 mg, 0.878 mmol) in DMF (8 ml) in a pressure tube. The reaction tube was flushed with nitrogen then CuCN (225 mg, 2.51 mmol) was added. The tube was sealed then heated at 80 C for 4 h. The reaction mixture was allowed to cool to RT, then added onto saturated aq. NaHC03 solution (25 ml) and extracted with EtOAc (3 x 25 ml). The combined organic extracts were washed with brine (25 ml) then dried over MgS04, filtered, then concentrated in vacuo to a pale yellow oil. The crude material was transferred onto a C18 Samplet, dried under vacuum, and then purified by flash column chromatography on silica (25 g). The column was eluted with EtOAc: heptane, increasing the gradient linearly from 12:88 to 100:0 over 10 column volumes. The desired fractions were combined and evaporated to afford the product as a white solid (23 mg, 10%). 1H NMR (250 MHz, CDCI3) delta 8.48 (s, 1 H), 8.1 1 (s, 1 H), 5.85 (s, 1 H), 4.02 (s, 3H). LC/MS (System A): m/z (ESI+) = 179 [MH+], Rt = 0.75 min, UV purity = 100%.

The synthetic route of 1458-16-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan David; HAY, Duncan Alexander; SCHOFIELD, Thomas Beauregard; WENT, Naomi; (111 pag.)WO2017/221008; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1458-16-8, The chemical industry reduces the impact on the environment during synthesis 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

To a methanol (10 ml) and tetrahydrofuran (10 ml) solution of 3-amino-6-iodopyrazine-2-carboxylic acid methyl ester (see Patent Document:)(2.0 g, 7.16 mmol), a 1 M aqueous sodium hydroxide solution (14.3 ml) was added under ice cooling and the mixture was stirred for 2 hours under ice cooling. The reaction solution was charged with a 1 M aqueous hydrochloric acid solution to render the reaction system acidic and concentrated to obtain crude 3-amino-6-iodopyrazine-2-carboxylic acid.

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, Methyl 3-amino-6-iodopyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Nissan Chemical Industries, Ltd.; EP2157090; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1458-16-8, 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. 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

30 ml of ammonia in water is added under magnetic stirring to 15 g (53.8 mmol) of a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate in 150 ml of methanol. The reaction medium is stirred at 25C for 48 hours. After evaporation of the solvents, the precipitate obtained is filtered, rinsed with water and then dried at 50C to yield 12.50 g of 3-amino-6-iodopyrazine-2-carboxamide (88%) in the form of a beige solid. LCMS (EI, m/z): (M+1) 265.02 1H NMR: deltaH ppm (400 MHz, DMSO): 8.35 (1H, s, CHarom), 7.85 (1H, bs, NH), 7.60 (3H, bs, NH), 3.25 (3H, s, CH3)

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-6-iodopyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIERRE FABRE MEDICAMENT; Sokoloff, Pierre; Cachoux, Frederic; EP2689778; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1458-16-8,Some common heterocyclic compound, 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, molecular formula is C6H6IN3O2, 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 dimethylformamide (60 ml) suspension of copper (II) bromide (19.2 g, 86.0 mmol) raised in temperature to 50C, t-butyl nitrite (5.7 ml, 43.0 mmol) was added and subsequently a dimethylformamide (60 ml) suspension of 3-amino-6-iodopyrazine-2-carboxylic acid methyl ester (see Patent Document: WO2006/015124)(12.0 g, 43.0 mmol) was added dropwise and the mixture was stirred for one hour. The reaction mixture was charged with t-butyl nitrite (11.4 ml, 86.0 mmol) and was further stirred for 30 minutes at an external temperature of 50C. The reaction solution was poured into a 3 M aqueous hydrochloride solution (60 ml) of sulfamic acid (7.6 g) under ice cooling and extracted with ethyl acetate, dried (over anhydrous magnesium sulfate), filtered and concentrated to obtain a residue, which was purified by silica gel column chromatography [developing eluent: hexane: ethyl acetate = 5:1 to 1:1]. The resultant low polarity product was washed with hexane-ethyl acetate to obtain 3-bromo-6-iodopyrazine-2-carboxylic acid methyl ester (6.38 g) in the form of a white solid substance. A high-polarity product was washed with ethyl acetate to obtain 3-hydoxy-6-iodopyrazine-2-carboxylic acid methyl ester (2.70 g) in the form of a yellow solid substance. 3-Bromo-6-iodopyrazine-2-carboxylic acid methyl ester MS (ESI): 342 (M+1) 1H NMR (300 MHz, CDC13) delta ppm 4.02 (d, J = 0.55 Hz, 3 H) 8.72 (s, 1 H) 3-Hydoxy-6-iodopyrazirie-2-carboxylic acid methyl ester MS (ESI): (ES+) 281 (ES-) 279 1H NMR (300 MHz, DMSO) delta ppm 3.82 (s, 2.53 H) 3.84 (s, 0.47 H) 8.35 (s, 0.78 H) 8.39 (s, 0.22 H) 12.69 – 13.03 (br, 1 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-6-iodopyrazine-2-carboxylate, its application will become more common.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Nissan Chemical Industries, Ltd.; EP2157090; (2010); A1;,
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 1458-16-8 as follows. 1458-16-8

To a mixture under argon of 0.5 mmol of intermediate -if-,0.025 mmol of Cul and 1 mmol of potassium carbonate in a small thick glass reactor (Ace Tube) , are successively added 1 mL of isopropanol, 1 mmol of ethylene glycol and 0.75 mmol of thiophenol. The reactor is sealed with a Teflon stopper, placedunder magnetic stirring and heated two hours at 80C. The reaction mixture is cooled to room temperature and the thus obtained precipitate isolated through filtration, washed and recrystallized from hot methanol (yield : 88%)LCMS (IE, m/z): (M+1) 248; ?H NMR: oH ppm 400 MHz, DMSO: 7.19 -7.14 (3H, m, CHarom.) , 7.30-7.26 (2H, m, CHarom.) , 7.97 (1H, 5,CHarom)

According to the analysis of related databases, 1458-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIERRE FABRE MEDICAMENT; KALOUN, El Bachir; BEDJEGUELAL, Karim; MORDANT, Celine; RABOT, Remi; TAMBURLIN, Isabelle; FOURNIER, Emmanuel; SCHMITT, Philippe; (74 pag.)WO2016/207345; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem