Category: 117103-53-4

Synthetic Route of 117103-53-4, 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 117103-53-4 as follows.

Example 73 2 (R)- (3-Chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N- [5- (2-hydroxy- ETHYLAMINO)-PYRAZIN-2-YL]-PROPIONAMIDE [000339] A mixture of 2-bromo-5-nitropyrazine (500 mg, 2.45 mmol) and ethanolamine (225 mg, 3.67 mmol) in methanol (15 mL) was stirred at 25C for 5 h. After such time, the reaction was concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 20/80 hexanes/ethyl acetate to 97/3 ethyl acetate/methanol) afforded 2- (5-NITRO-PYRAZIN-2-YLAMINO)-ETHANOL (375 mg, 83%) as a yellow solid: mp 157.5- 159. 8C ; EI-HRMS m/e calcd for C6H8N403 (M+) 184.0596, found 184.0603.

According to the analysis of related databases, 117103-53-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 117103-53-4, name is 2-Bromo-5-nitropyrazine, 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 117103-53-4, Safety of 2-Bromo-5-nitropyrazine

Example 72 2 (R)- (3-CHLORO-4-METHANESULFONYL-PHENYL)-3-CYCLOPENTYL-N- [5- (2-METHOXY- ethylamino)-pyrazin-2-yl]-propionamide [000336] A mixture of 2-bromo-5-nitropyrazine (500 mg, 2.45 mmol) and 2- METHOXYETHYLAMINE (276 mg, 3.67 mmol) in methanol (15 ML) was stirred at 25C for 5 h. After such time, the reaction was concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 40/60 to 20/80 hexanes/ethyl acetate) afforded (2-methoxy-ethyl)- (5-nitro-pyrazin-2-yl) -amine (291 mg, 60%) as a yellow solid: mp 116.0-117. 3C ; EI- HRMS m/e calcd for C7HLON403 (M+) 198.0753, found 198. 0751.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 117103-53-4, 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. 117103-53-4, name is 2-Bromo-5-nitropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step 1. Preparation of 4-Methyl-5′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl In a 15 mL argon dried microwave reaction vial, was added bromonitropyrazine (300 mg, 1.47 mmol., Eq: 1.00) and K2CO3 (264 mg, 1.91 mmol., Eq: 1.3) under argon to give a light yellow slurry. N-methylpiperazine (192 mg, 212 mul, 1.91 mmol, Eq: 1.3) was added dropwise and the reaction mixture became an orange yellow thick slurry. Heated to 70 C. in an oil bath for 1.5 hrs then stirred at room temperature overnight. The reaction mixture was diluted with dioxane (10 mL), filtered through a fitted funnel and washed with DCM (10 mL). The combined filtrate and washes were concentrated to dryness to give a yellow solid (328 mg, yield 89%) which was used directly in the next step.

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, 2-Bromo-5-nitropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 117103-53-4,Some common heterocyclic compound, 117103-53-4, name is 2-Bromo-5-nitropyrazine, molecular formula is C4H2BrN3O2, 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.

Example 40 2 (R)- (3-CHLORO-4-METHANESULFONYL-PHENYL)-3-CYCLOPENTYL-N- [5- (2-HYDROXY-L- hydroxymethyl-ethyl)-pyrazin-2-yl]-propionamide [000237] A solution of 2-BROMO-5-NITROPYRAZINE (3.0 g, 14.7 mmol) in tetrahydrofuran (24.5 mL) was treated with DIETHYLMALONATE (3.35 mL, 22.0 mmol) and potassium carbonate (5.08g, 36.7 MMOL). The mixture was then stirred at 90-95C overnight. At this time, the reaction was cooled to 25C and then poured onto a 1N aqueous hydrochloric acid solution (60 mL). This solution was diluted with a saturated aqueous sodium chloride solution (50 mL) and then was extracted with ethyl acetate (3 x 75 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40M, Silica 25% ethyl acetate/hexanes) afforded 2- (5-NITRO-PYRAZIN-2-YL)-MALONIC acid diethyl ester (3.28 g, 78%) as a pale yellow oil: EI-HRMS M/E calcd for CILHL3N306 (M) 283. 0804, found 283.0801.

The synthetic route of 117103-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 117103-53-4,Some common heterocyclic compound, 117103-53-4, name is 2-Bromo-5-nitropyrazine, molecular formula is C4H2BrN3O2, 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.

Step 1. Preparation of Dimethyl-[2-(5-nitro-pyrazin-2-yloxy)-ethyl]-amine To a 100 ml dried round bottom flask was added bromonitropyrazine (300 mg, 1.47 mmol, Eq: 1.00) and CH3CN (10 ml). To the mixture was added K2CO3 (203 mg, 1.47 mmol, Eq: 1.00) under argon to afford a light yellow slurry. To the slurry was added N,N-dimethylaminothanol (131 mg, 148 mul, 1.47 mmol, Eq: 1.00) dropwise. The reaction became an orange slurry and was stirred at room temperature overnight. The reaction mixture was filtered and the filter cake was washed with CH3CN (3*20 mL). The combined filtrate and washes were concentrated in vacuo and purified by column chromatography eluting with 5-10% (10% NH4OH in MeOH) in 1/1 EtOAc/Hex eluent to afford 270 mg (87%) of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-nitropyrazine, its application will become more common.

Reference:
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

117103-53-4, name is 2-Bromo-5-nitropyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C4H2BrN3O2

Example 13 2 (R)- (3-CHLORO-4-METHANESULFONYL-PHENYL)-3-CYCLOPENTYL-N- (5- METHANESULFONYLAMINO-PYRAZIN-2-YL)-PROPIONAMIDE [000164] A solution of molten acetamide (1.58 g, 26.7 mmol) heated to 90C was treated with a mixture of 2-bromo-5-nitropyrazine (1.34 g, 6.58 MMOL), METHANESULFONAMIDE (1.88 g, 19.7 mmol), and potassium carbonate (2.30 g, 16.6 mmol). The resulting mixture was quickly brought to 145C. The resulting solution was stirred at 145C for 30 min. At this time, the reaction was cooled to 25C and then was treated with water (4 mL). This solution was cooled to 0C and then was treated with a IN aqueous hydrochloric acid solution until the pH of the solution was adjusted to pH=8. This solution was treated with charcoal and was filtered through a pad of celite (90/10 methylene chloride/methanol wash). The filtrate was partitioned, and the aqueous layer was extracted with a solution of 90/10 methylene CHLORIDE/METHANOL. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60,230-400 mesh, ethyl acetate) afforded N- (5-nitro- PYRAZIN-2-YL)-METHANESULFONAMIDE (583.9 mg, 40.6%) as a yellow solid: mp 204-207C ; EI-HRMS m/e calcd for C5H6N404S (M+H) + 219. 0183, found 219.0185.

The synthetic route of 117103-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

117103-53-4, name is 2-Bromo-5-nitropyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C4H2BrN3O2

Step D: fert-butyl ethyl (5-nitropyrazin-2-yl)propanedioate: A suspension of NaH (60 %, 3.0 g, 75 mmol) in 100 mL of DMF was added tert-butyl ethyl propanedioate (14.1 g, 75 mmol) dropwise at 25 C. The mixture was stirred at 40 C for 30 minutes and 2-bromo-5-nitropyrazine (10.2 g, 50 mmol) in 50 mL of DMF was added dropwise. The resulting suspension was stirred at 50 C for 2 hours and diluted with 500 mL of EtOAc. The mixture was washed with water (100 mLx3), brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by column chromatography (petrol ether : EtOAc = 5 : 1) to afford tert-butyl ethyl (5-nitropyrazin- 2-yl)propanedioate.

The synthetic route of 117103-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alex; SUZUKI, Takao; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda K.; WO2015/96035; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem