Category: 28643-16-5

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. 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 3-amino-5-chloropyrazine-2-carboxylate

Acid-2: 3-Amino-5-methoxy-pyrazine-2-carboxylic acid; a) 3-Amino-5-tri-deutero-methoxy-pyrazine-2-carboxylic acid tri-deutero methyl ester; To a solution of 0.217 ml (5.33 mmol) tetra-deutero methanol in 7 ml THF was added at 0 C 94 mg (2.346 mmol) 60% sodium hydride in oil and the mixture was stirred at room temperature for 1 h. After re-cooling to 0 C 400 mg (2.132 mmol) 3-amino-5-chloro- pyrazine-2-carboxylic acid methyl ester (GB 1248146) was added and the mixture was allowed to warm to room temperature and stirred for four days.Saturated aq. NH4CI was added and the mixture was extracted with EtOAc, the combined organic layers were washed with saturated aq. sodium chloride, dried with Na2S04 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1 :3) to provide the title compound as colorless solid.HPLC: RtH9= 0.61 min; ESIMS [M+H]+ = 190.2;1H-NMR (400 MHz, DMSO-cfe): 5 7.51 (s, 1 H), 7.48 (br s, 2H).

According to the analysis of related databases, 28643-16-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; HURTH, Konstanze; LUEOEND, Rainer Martin; MACHAUER, Rainer; NEUMANN, Ulf; RUEEGER, Heinrich; SCHAEFER, Michael; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; WO2012/95463; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-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. Recommanded Product: 28643-16-5

a) 3-Amino-5-methoxy-pyrazine-2-carboxylic acid methyl ester At 0 C. 75 mg (1.866 mmol) 60% sodium hydride in oil was added in portions to 5 ml MeOH and the mixture was stirred at room temperature for 30 min. After re-cooling to 0 C. 350 mg (1.866 mmol) 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester (GB 1248146) was added and the mixture was allowed to warm to room temperature and stirred over night. Saturated aqueous NH4Cl was added and the mixture was extracted with DCM and EtOAc, the combined organic layers were washed with saturated aqueous sodium chloride, dried with Na2SO4 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to EtOAc) to provide the title compound as colorless solid. HPLC: RtH10=0.61 min; ESIMS [M+H]+=184.2; 1H-NMR (360 MHz, DMSO-d6): 7.52 (s, 1H), 7.49 (br s, 2H), 3.91 (s, 3H), 3.81 (s, 3H).

The synthetic route of Methyl 3-amino-5-chloropyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; US8338413; (2012); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 28643-16-5, 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. 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

a) 3-Amino-5-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid methyl ester A mixture of 2,2,2-trifluoro-ethanol (6.9 ml, 96 mmol) and cesium carbonate (1.56 g, 4.8 mmol) was stirred for 20 min, 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester [28643-16-5] (600 mg, 3.2 mmol) was added and the mixture was stirred at rt for 42 h. To complete the reaction the mixture was heated to reflux for another 3 h. Saturated aq. NH4CI was added and the mixture was extracted with EtOAc, the combined organic layers were washed with saturated aq. sodium chloride, dried with Na2S04 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 3:7) to provide the title compound as colorless solid. HPLC: 0.83 min; ESIMS [M+H]+ = 252.2; 1H-NMR (400 MHz, DMSO-c 6): delta 7.66 (s, 1 H), 7.60 (br. s, 2H), 5.03 (q, 2H), 3.81 (s, 3H).

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-5-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; VEENSTRA, Siem Jacob; WO2013/27188; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 28643-16-5, These common heterocyclic compound, 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-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.

Acid-5: 3-(di-tert-Butoxycarbonyl-amino)-5-difluoromethyl-pyrazine-2-carboxylic acid; a) 3-Amino-5-vinyl-pyrazine-2-carboxylic acid methyl ester; To a mixture of 161 mg (0.86 mmol) 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester (GB 1248146) , 0.352 ml (1.204 mmol) tributyl(vinyl)tin and 102 mg (2.498 mmol) lithium chloride in DMF was added 30.2 mg (0.043 mmol) PdCI2(PPh3)2 and the mixture was heated to 85 C for 2.5 h. After cooling to room temperature water was added and the mixture was extracted with EtOAc, the combined organic layers were washed with water and half saturated aq. NaCI, dried with Na2S04 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1 :9) to provide the title compound as yellow solid.HPLC: 0.71 min; ESIMS [M+H]+ = 179.9;1H-NMR (600 MHz, DMSO-cfe): delta 8.04 (s, 1 H), 7.35 (br. s, 1 H), 6.75 (dd, 1 H), 6.38 (d, 1 H), 5.70 (d, 1 H), 3.84 (s, 3H).

The synthetic route of 28643-16-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; HURTH, Konstanze; LUEOEND, Rainer Martin; MACHAUER, Rainer; NEUMANN, Ulf; RUEEGER, Heinrich; SCHAEFER, Michael; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; WO2012/95463; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 28643-16-5,Some common heterocyclic compound, 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-2-carboxylate, molecular formula is C6H6ClN3O2, 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.

a) 3-Amino-5-((Z)-2-ethoxy-vinyl)-pyrazine-2-carboxylic acid methyl ester A mixture of 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester [28643-16-5] (2 g, 10.66 mmol), lithium chloride (1.582 g, 37.3 mmol), Pd(PPh3)2CI2 (0.748 g, 1.066 mmol) and tributyl- ((Z)-2-ethoxy-vinyl)-stannane (6.42 ml, 19.19 mmol) in DMF (104 ml) under argon was heated at 80 C bath temperature for 1.5 h. A saturated, aq. NH4CI was added and the mixture was extracted with MTBE, then once with EtOAc/THF 3/1. The combined organic layer was washed with brine, dried with Na2S04, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1 :9) to provide the title compound as yellow oil (1.96 g). HPLC: RtH2= 0.69 min; ESIMS [M+H]+ = 225.1 ; 1H-NMR (400 MHz, DMSO-c 6): delta 8.42 (s, 1 H), 7.18 (br. s, 2H), 6.88 (d, 1 H), 5.23 (d, 1 H), 4.15 (q, 2H), 3.82 (s, 3H), 1.32 (t, 3H).

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-5-chloropyrazine-2-carboxylate, its application will become more common.

Reference:
Patent; NOVARTIS AG; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; VEENSTRA, Siem Jacob; WO2013/27188; (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. 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 3-amino-5-chloropyrazine-2-carboxylate

a) 3-Amino-5-vinyl-pyrazine-2-carboxylic acid methyl ester To a mixture of 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester (GB 1248146, 161 mg 0.86 mmol), tributyl(vinyl)tin (0.352 ml, 1.204 mmol) and lithium chloride (102 mg, 2.498 mmol) in DMF (4 ml) was added PdCI2(PPh3)2 (30.2 mg, 0.043 mmol) and the mixture was heated to 85 C for 2.5 h. After cooling to room temperature water was added and the mixture was extracted with EtOAc, the combined organic layers were washed with water and half saturated aq. NaCI, dried with Na2S04 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1 :9) to provide the title compound as yellow solid. HPLC: RtH4= 0.71 min; ESIMS [M+H]+ = 179.9; 1H-NMR (600 MHz, DMSO-c 6): delta 8.04 (s, 1 H), 7.35 (br. s, 1 H), 6.75 (dd, 1 H), 6.38 (d, 1 H), 5.70 (d, 1 H), 3.84 (s, 3H).

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; NOVARTIS AG; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; VEENSTRA, Siem Jacob; WO2013/27188; (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. 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 28643-16-5

Preparation of (S)-(2-(3-chlorobenzyl)pyrrolidin-1-yl)(3-hydroxy-5-phenylpyrazin-2-yl)methanone (9-10); Step 1: Methyl 3-amino-5-chloropyrazine 2-carboxylate 9-6 (1.48 g, 7.89 mmol), phenylboronic acid (1.06 g, 8.68 mmol) and 2M aqueous sodium carbonate (15.8 mL) were mixed with toluene (12 mL) and methanol (3 mL). Palladium tetrakis(triphenylphosphine) (0.9 g, 0.97 mmol) was added. The mixture was degassed and heated under nitrogen at 85 C. for 4 h. The reaction mixture was cooled to room temperature and filtered through a pad of Celite. The filtrate was concentrated to give a mixture with compounds 9-7 and 9-8. The mixture (0.76 g) was suspended in THF (20 mL) and CH3CN (20 mL), and treated with a solution diazomethane trimethylsilane (2.0 M in ether, 2.3 mL, 4.6 mmol). The resulting solution was stirred at room temperature for 1 h, and concentrated in vacuo. The residue was purified by column chromatography (silica gel, gradient elution with 1% MeOH-DCM to 2% MeOH-DCM) to give the desired product 9-8.

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; CHENG, CLIFFORD; SHIPPS, JR., GERALD W.; HUANG, XIAOHUA; HUANG, YING; SHAO, NING; RAO, ASHWIN; PALANI, ANANDAN; ORTH, PETER; VOIGT, JOHANNES H.; HERR, ROBERT J.; ROSSITER, LANA MICHELE; ZENG, QI; SUN, XIANFENG; US2012/122837; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem