Category: 16298-03-6

Adding a certain compound to certain chemical reactions, such as: 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, belongs to pyrazines compound, 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 16298-03-6, Product Details of 16298-03-6

Example 1 : 5-Amino-6-(6-methyl-lH-benzimidazol-2-yl)-N-(tetrahydrofuran-2- ylmethyl)pyrazine-2-carboxamide (Compound 11-52)SCHEME IMETHOD A:Step 1: Methyl 3-amino-6-bromopyrazine-2-carboxylate[00139] A mixture of methyl 3-aminopyrazine-2-carboxylate (8.35 g, 54.53 mmol) and N- bromo-succinimide (9.705 g, 54.53 mmol) was stirred in MeCN (100 mL) at ambient temperature overnight. The resultant precipitate was filtered, washed with MeCN and dried to give the desired product as a yellow solid (1 1.68 g, 92% Yield)XH NMR (400.0 MHz, DMSO) delta 3.85 (s, 3H), 7.55 (br s, 2H) and 8.42 (s, 1H) ppm; MS (ES+) 233.0

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 2-aminopyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DURRANT, Steven, John; KNEGTEL, Ronald, Marcellus, Alphonsus; O’DONNELL, Michael; REAPER, Philip, Michael; WO2011/143419; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 16298-03-6, 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 16298-03-6 as follows.

Step 1a: Methyl 3-[(2,4-dimethoxybenzyl)amino]pyrazine-2-carboxylate Sodium triacetoxyborohydride (7.82 g, 36.89 mmol) was added to a mixture of methyl 3-aminopyrazine-2-carboxylate (4.00 g, 26.12 mmol) and 2,4-dimethoxybenzaldehyde (4.83 g, 29.04 mmol) in 1,2-dichloroethane (90 ml). The reaction was continued at room temperature for 24 hours. Sodium triacetoxyborohydride (13.0 g, 61.34 mmol) and 2,4-dimethoxybenzaldehyde (8.0 g, 48.14 mmol) were added and the reaction continued at room temperature over night. Water and DCM were added and the phases separated. The product was purified further by flash chromatography (SiO2, heptane:ethyl acetate, product came at 50percent ethyl acetate) and recrystallisation (DCM/heptane) to give a slightly yellow solid (5.00 g, 63percent). 1H NMR (400 MHz, CDCl3) delta 8.35-8.27 (br, 1H), 8.22 (d, 1H), 7.82 (d, 1H), 7.20 (d, 1H), 6.48-6.43 (m, 1H), 6.43-6.37 (m, 1H), 4.63 (d, 2H), 3.93 (s, 3H), 3.84 (s, 3H), 3.77 (s, 3H). MS m/z 304 (M+H)+.

According to the analysis of related databases, 16298-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cheng, Leifeng; Jonforsen, Maria; Schell, Peter; US2009/88439; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, belongs to pyrazines compound, 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 16298-03-6, COA of Formula: C6H7N3O2

Compound 2 (27.6 g, leq) was added to acetonitrile (276 ml)Stir at room temperature,NBS (25.1 g, 1.01 eq) was added in portions,Stirred at room temperature overnight,TLC showed that after the reaction (20 ~ 30 h)Add water (300 ml)The pH was adjusted to 7 with Na2CO3 solution,Ethyl acetate extraction (3 x 50 ml),Combined organic phase,Dried over anhydrous sodium sulfate and filtered,The solvent was distilled off under reduced pressure,To give crude 3-amino-6-bromopyrazine-2-carboxylic acid methyl ester,30 times the dichloromethane was added (the weight ratio of the crude product to methylene chloride was 1:25 C)50) After refluxing for 0.5 h,Filter,The mother liquor was distilled off to dichloromethane,And then 20 times the ethanol (steamed and ethanol weight ratio of 1:5 to 30) recrystallization,Crystallization at 25 to 30 C gives a pale yellow solid 3,Yield 89%.

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 2-aminopyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

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

Some common heterocyclic compound, 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, molecular formula is C6H7N3O2, 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. Computed Properties of C6H7N3O2

3-Aminopyrazine-2-carboxylic acid methyl ester (0.8 g, 5.2 mmol) and 3-bromopyridine (1.2 g, 7.8 mmol) were dissolved in 20 mL dry toluene. 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.6 g, 1.04 mmol), sodium tert.-butylate (0.75 g, 7.8 mmol) and tri(dibenzylideneacetone)dipalladium chloroform complex (0.54 g, 0.52 mmol) were added and the reaction mixture was stirred under microwave irradiation for 60 minutes at 150° C. The reaction mixture was then evaporated and purified by flash chromatography on silica gel (heptane/ethyl acetate 1:2->0:100 gradient). The desired product was obtained as a brown solid (260 mg, 22percent), MS: m/e=231.1 (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 16298-03-6, its application will become more common.

Reference:
Patent; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/199828; (2006); 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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H7N3O2

Example 81; Synthesis of (3,5-bis-trifluoromethyl-benzyl)- [3-(cycIopentylmethyl-ethyl-amino)- pyrazin-2-ylmethyl]-carbamic acid methyl ester; Step (i): Synthesis of 3-bromo-pyrazine-2-carboxylic acid methyl ester; Copper bromide (1.36 g, 6.1 mmol) and .pound.-butyl nitrite (0.78 g, 7.6 mmol) were added to a 50 mL round bottom flask along with acetonitrile (2 niL), and this mixture was heated at 60 0C for 5 min. After this time, 3-amino-pyrazine-2-carboxylic acid methyl ester (0.8 g, 5.09 mmol) was added portion- wise, with stirring, and stirring was continued at the same temperature for another 10 min. The reaction mixture was then cooled to RT, poured into 100 mL of dilute HCL (2N), and then extracted with diethyl ether (3 x 50 mL). The combined organic layer was washed with dilute HCl, dried over sodium sulfate, and then concentrated under vacuum to afford the title compound (0.139 g), yield: 12 percent.1H NMR (CDCl3, 400 MHz): d 8.58 (m, 2H), 4.04 (s, 3H)) ; m/z (CI-MS) 217 (M+) ; IR (neat, cm-1): 3385, 2955, 1742

The synthetic route of 16298-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDDY US THERAPEUTICS, INC.; BARUAH, Anima; DE, Dibyendu; KHANNA, Ish Kumar; PILLARISETTI, Sivaram; MAITRA, Santanu; ALEXANDER, Christopher, W.; SREENU, Jennepalli; DAGER, Indu; WO2006/73973; (2006); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 16298-03-6, 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 16298-03-6 as follows.

1.5 equivalents of N-iodosuccinimide are added at room temperature to 5 g (32.7 mmol) of a methyl 3-aminopyrazine-2-carboxylate solution in 25 ml of dimethylformamide. The reaction medium is heated at 65°C for 1 hour, added together with 0.5 equivalents of N-iodosuccinimide and maintained at 65°C for 24 hours. After returning to room temperature, the solvent is evaporated and then the product is extracted several times with dichloromethane. The organic phases are combined, washed with 10percent sodium bisulfite solution, dried on magnesium sulfate and concentrated to yield 8 g (88percent) of methyl 3-amino-6-iodopyrazine-2-carboxylate in the form of a yellow solid.LCMS (EI, m/z): (M+l) 2801H NMR: 6H ppm (400 MHz, DMSO): 8.50 (1H, s, CHarom), 7.50 (2H, bs, NH2), 3.20 (3H, s, CH3).

According to the analysis of related databases, 16298-03-6, 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; RABOT, Remi; KRUCZYNSKI, Anna; SCHMITT, Philippe; PEREZ, Michel; RAHIER, Nicolas; WO2012/101239; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 16298-03-6, 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. 16298-03-6 name is Methyl 2-aminopyrazine-3-carboxylate, 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.

Reference Example 15 3-Iodopyrazine-2-carboxylic acid methyl ester (Reference compound No.15-1) Isoamyl nitrite (5.2 mL, 39 mmol) was added to a suspension of 3-aminopyrazine-2-carboxylic acid methyl ester (1.9 g, 12 mmol) in diiodomethane (20 mL) at 85C, then the mixture was stirred at 100C for 15 hours. The reaction mixture was allowed to stand and purified by silica gel column chromatography to give 1.4 g of the title reference compound as a pale yellow solid. (Yield 44%) 1H-NMR(500MHz,CDCl3) delta 4.04(s,3H),8.47(d,J = 2.1 Hz,1H),8.56(d,J = 2.1 Hz,1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-aminopyrazine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; SANTEN PHARMACEUTICAL CO., LTD.; EP1602647; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 16298-03-6, 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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example 3a: methyl 3-amino-6-iodopyrazine-2-carboxylate 1.5 equivalents of N-iodosuccinimide are added at room temperature to 5 g (32.7 mmol) of a methyl 3-aminopyrazine-2-carboxylate solution in 25 ml of dimethylformamide. The reaction medium is heated at 65 C for 1 hour, added together with 0.5 equivalents of N-iodosuccinimide and maintained at 65C for 24 hours. After returning to room temperature, the solvent is evaporated and then the product is extracted several times with dichloromethane. The organic phases are combined, washed with 10% sodium bisulfite solution, dried on magnesium sulfate and concentrated to yield 8 g (88%>) of methyl 3-amino-6-iodopyrazine-2-carboxylate in the form of a yellow solid. LCMS (EI, m/z): (M+l) 280 1H NMR: deltaEta ppm (400 MHz, DMSO): 8.50 (1H, s, CHarom), 7.50 (2H, bs, NH2), 3.20 (3H, s, CH3).

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

Reference:
Patent; PIERRE FABRE MEDICAMENT; KRUCZYNSKI, Anna; CREANCIER, Laurent; KALOUN, El Bachir; BEDJEGUELAL, Karim; RABOT, Remi; WO2014/16434; (2014); 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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H7N3O2

Hydrazine monohydrate (34 mL, 1094.95 mmol) was added portionwise to a stirred suspension of methyl 3-aminopyrazine-2-carboxylate (21.3 g, 139.09 mmol) in ethanol (65 mL) at r.t. The resulting slurry was stirred at 60 °C for 2 hours, cooled to room temperature and filtered. The solid was washed with cold ethanol (2 x 25 ml) and dried to a constant weight to afford 3-aminopyrazine-2-carbohydrazide (20.75 g, 97 percent) as a beige solid: 1H NMR Spectrum: (DMSO-d6) 4.49 (2H, d), 7.46 (2H, br s,), 7.78 (IH, d), 8.17 (IH, d), 9.79 (IH, t); Mass Spectrum [M+H]+ = 154.

The synthetic route of 16298-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BARLAAM, Bernard Christophe; BERRY, David; DELOUVRIE, Benedicte; HARRIS, Craig Steven; LAMBERT-VAN DER BREMPT, Christine Marie Paul; OUVRY, Gilles; REID, Gary Patrick; TOMKINSON, Gary Peter; WO2014/114928; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 16298-03-6, The chemical industry reduces the impact on the environment during synthesis 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, I believe this compound will play a more active role in future production and life.

A solution of methyl 3-aminopyrazine-2-carboxylate (3.0 g, 19.6 mmol) and BS (3.5 g, 23.5 mol) in MeCN (70 mL) was stirred at 70C for 5 h. Then the mixture was concentrated and extracted with EtOAc. The organic layer was washed with a2S03 (a.q.) and brine, dried over Na2S04 and concentrated in vacuo. The crude product of methyl 3-amino-6- bromopyrazine-2-carboxylate (3.0 g, yield: 92%) was used for next step without further purification. -NMR (CDC13, 400 MHz) delta 8.18 (s, 1H), 6.54-6.93 (m, 2H), 3.86 (s, 3H). MS (M+H)+: 232 / 234.

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 2-aminopyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem