Category: 1458-18-0

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. 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., category: Pyrazines

To a stirring solution of methyl 3-amino-5, 6-dichloropyrazine-2-carboxylate (3.6 g, 16.29 nMol) in MeOH (20 mL) was added NaOH (1.3 g, 32.58 nMol) at 25 . Then the mixture was stirred at this temperature for 16 h. LCMS showed the reaction was complete. Then the mixture was concentrated and residue was poured to water and then extracted with EA (2 x 25 mL) . The organic solution was then concentrated to give the crude product 3-amino-5, 6-dichloropyrazine-2-carboxylic acid (2.6 g, yield: 77.1%) as a yellow solid. LCMS: m/z (ESI) , [M+H] + = 208.1.

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.

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. 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 1458-18-0

Example 68[0291] A suspension of methyl 3-amino-5,6-dichloro-2-pyrazinecarboxylate (5.0 gm, 2.25 X 10~2 moles) in 2-propanol (50 mL) was stirred asN-methylpiperazine (2.48 gm, 2.48 X 10~2 moles) was added. To this mixture was added diisopropyethylamine (3.2 gm, 2.48 X 10″2 moles) after which the reaction was heated to reflux. At reflux, a brown solution resulted. After 2 hours at reflux, TLC (silica, 10% methanol in methylene chloride) showed all of the starting material had been consumed with the formation of a single product. The reaction was cooled to room temperature overnight which caused the product to crystallize. The solid product was isolated by filtration and was washed with 2-propanol and then with diethyl ether. After drying there was obtained 5.8 gm (90.2%>) of the product as a pink solid.

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.

Electric Literature of 1458-18-0, The chemical industry reduces the impact on the environment during synthesis 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

A mixture of methyl 3-amino-5, 6-dichloropyrazine-2-carboxylate (1 g, 4.5 nMol, 1 equiv) and (5-methylfuran-2-yl) boronic acid (0.6 g, 4.8 nMol) and Pd (dppf) Cl 2 (0.3 g, 0.5 nMol) and Na 2CO 3 (1.0 g, 9.0 nMol) in dioxane/H 2O (40 mL) was stirred for 4 hours at 90 under nitrogen atmosphere. The resulted mixture was filtered, the filter cake was washed with DCM: MeOH (1: 1) (3 x 10 mL) . The filtrate was extracted with CH 2Cl 2 (3 x 10 mL) . Then the organic layer was dried by Na 2SO 4, and the solution concentrated under reduced pressure. The crude product was purified by Prep-HPLC with the following conditions (CH 2Cl 2: EtOAc (1: 1) ) to afford methyl 6-chloro-3-methyl-5- (5-methylfuran-3-yl) pyrazine-2-carboxylate (125 mg, 7.1%) as a yellow solid. LCMS: m/z (ESI) , [M+H] + = 268.2.

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-5,6-dichloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Related Products of 1458-18-0,Some common heterocyclic compound, 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, molecular formula is C6H5Cl2N3O2, 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.

Sodium metal (0.31 g, 13.5 mmol, 1 equiv) was carefully added to anhydrous MeOH (300 mL) at 0 C and stirred at room temperature until full dissolution was observed. Methyl 3- amino-5,6-dichloropyrazine-2-carboxylate (3.00 g, 13.5 mmol, 1 equiv) was added and the mixture was stirred at reflux for 3 hours. The mixture was cooled to room temperature and product filtered to obtain methyl 3-amino-6-chloro-5-methoxypyrazine-2-carboxylate (2.45 g, 83%) used without further purification. 1H MR (400 MHz, DMSO-i) delta 7.63 (s 2H), 3.97 (s 3H), 3.80 (s 3H).

The synthetic route of 1458-18-0 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-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: 1458-18-0

To a stirred mixture of methyl 3-amino-5, 6-dichloropyrazine-2-carboxylate (1.5 g, 6.756 nMol, 1 equiv) and (3-fluorophenyl) boronic acid (0.95 g, 6.790 nMol, 1.00 equiv) in 1, 4-dioxane (100 mL) and H 2O (5mL) were added Cs 2CO 3 (6.60 g, 0.020 nMol, 3 equiv) and Pd (dppf) Cl 2 (0.74 g, 0.001 nMol, 0.15 equiv) in portions at room temperature under nitrogen atmosphere. The resulting mixture was stirred for 3 h at 70 C under nitrogen atmosphere. The resulting mixture was filtered, the filter cake was washed with CH 2Cl 2 (1×30 mL) . The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with CH 2Cl 2 /EtOAc (4: 1) to afford methyl 3-amino-6-chloro-5- (3-fluorophenyl) pyrazine-2-carboxylate (900 mg, 47.30%) as a yellow solid. LCMS: m/z (ESI) , [M+H] + = 282.0. 1H-NMR (300 MHz, Chloroform-d) delta 4.03 (3H, s) , 7.22 (1H , m) , 7.41-7.59 (2H , m) , 7.65 (1H , ddd) .

The synthetic route of Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, molecular formula is C6H5Cl2N3O2, 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 C6H5Cl2N3O2

Example 3A – Synthesis of Synthesis of 3-amino-6-[4-(dimethylamino)phenyl]-5-{4- (methylsulfony.)phenyl]pyrazine-2-carboxylic acid; [00171] Step 1 : A mixture of methyl 3-amino-5, 6-dichloro-2-pyrazi?ecarboxylate (1.0 mmol, 222.0 mg), 4-(methyisulfo?yl) phenyl boronic acid (1.2 mmol, 240.0 mg), and tetrakis (triphenylphosphine) Pd (0) (0.12 mmol, 138.7 mg) in 50 ml of anhydrous dimethylformamide was mixed via inert conditions. A solution of potassium carbonate (5 mmoles, 691.1 mg) in deionized water (3 ml) was added to the reaction mixture and heated at 75 0C overnight under an argon atmosphere. The product was purified by reversed phase HPLC (5-75 acetonitrile with 0.1% trifluoroacetic acid at 50 mi/min on XBridge Prep C18 OBD 5um 30 x 150 mm. Retention time 5.9 min) and characterized by 1H and 13C NMR. 1 H NMR (500 MHz, DMSO-d6) delta 8.08 (dt apparent, J = 9.0 Hz1 2.0 Hz, 2H)1 delta 7.99 (dt apparent, J = 8.5 Hz1 1.5 Hz, 2H), delta 7.66 (bs, 2H), delta 3.30 (s, 3H). 13C NMR (125 MHz, DMSO-d6) delta 43.8 (s), delta 122.5 (s), delta 127.2 (s), delta 130.7 (s), delta 130.9 (s), delta 141.1 (s), delta 142.1 (s), delta 153.3 (s), delta 154.9 (S), delta 167.2 (s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1458-18-0, its application will become more common.

Reference:
Patent; MALLINCKRODT INC.; NEUMANN, William, L.; FRESKOS, John, N.; DORSHOW, Richard, B.; WO2010/121003; (2010); 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. 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Formula: C6H5Cl2N3O2

General procedure: To a solution of methyl 3-amino-5,6-dichloro-2-pyrazinecarboxylate (1.0 eq.) in 2-propanol (5 mL/mmol), an appropriate primary or secondary amine(3-6 eq.) was added, and the reaction mixture wasrefluxed for 2 h.10) The solution was cooled to roomtemperature, concentrated under reduced pressure, andthe residue was purified by silica-gel column chromatography(Wako gel C-200, 30-40% ethyl acetate/n-hexane) to afford the series 1 intermediate (yield:32-95%). The regioselectivity of the nucleophilicsubstitution at the 5-position of the pyrazine ring wasconfirmed by an X-ray structural analysis (Fig. S1).

The synthetic route of 1458-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Murai, Masatoshi; Habu, Sayako; Murakami, Sonomi; Ito, Takeshi; Miyoshi, Hideto; Bioscience, Biotechnology and Biochemistry; vol. 79; 7; (2015); p. 1061 – 1066;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1458-18-0, 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. 1458-18-0 name is Methyl 3-amino-5,6-dichloropyrazine-2-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.

Step 1: Methyl 3-amino-6-chloro-5-(2-fluorophenyl)pyrazine-2-carboxylate A mixture of methyl 3-amino-5,6-dichloropyrazine-2-carboxylate (10.0 g, 45 mmol, Ark Pharm, Inc., Arlington Heights, Ill.), (2-fluorophenyl)boronic acid (6.93 g, 49.5 mmol, Combi-Blocks, San Diego, Calif., USA) and potassium carbonate (13.1 g, 95 mmol) in a 10:1 mixture of DME/water (220 mL) was degassed with nitrogen for 5 min and then tetrakis(triphenylphosphine)palladium(0) (1.04 g, 0.90 mmol) was added. The reaction mixture was stirred at 90 C. for 16 h, then was allowed to cool to room temperature and partitioned between EtOAc (200 mL) and 1 N HCl (200 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated to provide methyl 3-amino-6-chloro-5-(2-fluorophenyl)pyrazine-2-carboxylate. m/z (ESI, +ve): 282.1 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); 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. 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., name: Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate

A mixture of methyl 3-amino-5,6-dichloropyrazine-2-carboxylate (1.00 g, 4.50 mmol), (4-methylphenyl)boronic acid (0.612 g, 4.50 mmol), sodium carbonate (0.955 g, 9.01 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complexed with dichloromethane (1:1) (0.18 g, 0.22 mmol) in 1,4-dioxane (18 mL) and water (2 mL) was evacuated then refilled with nitrogen. The resulting mixture was stirred at 90 C. for 2 h. The mixture was cooled to room temperature then (4-cyanophenyl)boronic acid (0.66 g, 4.50 mmol) was added, followed by another portion of [1,1′-bis(diphenylphosphino)ferrocene]dichloro-palladium(II) complexed with dichloromethane (1:1) (0.2 g, 0.2 mmol). The vessel containing the mixture was evacuated then refilled with nitrogen and stirred at 90 C. for additional 2 h. The reaction mixture was cooled to room temperature and diluted with methylene chloride, washed with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified on a silica gel column eluting with 0 to 25% EtOAc/DCM to give the desired product (1.2 g, 77%). LC-MS calculated for C20H17N4O2 (M+H)+: m/z=345.1. found 345.1.

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 1458-18-0.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Courter, Joel R.; He, Chunhong; Li, Jingwei; Lu, Liang; Sun, Yaping; Wang, Xiaozhao; Yao, Wenqing; Zhang, Colin; Zhuo, Jincong; (87 pag.)US2016/9720; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1458-18-0, The chemical industry reduces the impact on the environment during synthesis 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of methyl 3-amino-5,6-dichloro-2-pyrazinecarboxylate (1.0 eq.) in 2-propanol (5 mL/mmol), an appropriate primary or secondary amine(3-6 eq.) was added, and the reaction mixture wasrefluxed for 2 h.10) The solution was cooled to roomtemperature, concentrated under reduced pressure, andthe residue was purified by silica-gel column chromatography(Wako gel C-200, 30-40% ethyl acetate/n-hexane) to afford the series 1 intermediate (yield:32-95%). The regioselectivity of the nucleophilicsubstitution at the 5-position of the pyrazine ring wasconfirmed by an X-ray structural analysis (Fig. S1).

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-5,6-dichloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Murai, Masatoshi; Habu, Sayako; Murakami, Sonomi; Ito, Takeshi; Miyoshi, Hideto; Bioscience, Biotechnology and Biochemistry; vol. 79; 7; (2015); p. 1061 – 1066;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem