Category: 1082843-72-8

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. 1082843-72-8, name is 6-Bromo-3-chloropyrazin-2-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 6-Bromo-3-chloropyrazin-2-amine

2-Bis(tert-butoxycarbonyl)amino-6-bromo-3-chloropyrazine XI 6-Bromo-3-chloropyrazin-2-amine (2000 mg, 9.59 mmol) was dissolved in DCM (48 ml) followed by triethylamine (3.99 ml, 28.78 mmol), di-tert-butyl dicarbonate (4188.12 mg, 19.19 mmol), and N,N-dimethylpyridin-4-amine (87.91 mg, 0.72 mmol). The reaction was allowed to stir at room temperature for overnight. The crude material was washed with water, dried, filtered and concentrated. The crude material was dissolved in minimal DCM and loaded onto a 25 g prepacked silica loader and eluted off a 40 g column using 0-30% MeOH/DCM. The title compound XI was isolated and identified by LCMS and NMR. The product was a mix of mono and bis boc-protected material, mainly bis boc-protected as observed by NMR.

The synthetic route of 1082843-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blomgren, Peter A.; Currie, Kevin S.; Kropf, Jeffrey E.; Lee, Seung H.; Lo, Jennifer R.; Mitchell, Scott A.; Schmitt, Aaron C.; Xiong, Jin-Ming; Xu, Jianjun; Zhao, Zhongdong; US2015/175616; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1082843-72-8, A common heterocyclic compound, 1082843-72-8, name is 6-Bromo-3-chloropyrazin-2-amine, molecular formula is C4H3BrClN3, 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.

[0957] Into a 2 L 4-necked round-bottom flask, purged andmaintained with an inert atmosphere ofnitrogen, was placeda solution of compound 90e (42.8 g, 206 mmol) in 1,4-dioxane (1 L), compound 90b (80.0 g, 206 mmol), Pd(dppf)Cl2 (7.53 g, 10.3 mmol) andCs 2C0 3 (167 g, 514 mmol). Thereaction mixture was stirred overnight at 90 C. Upon cooling, the reaction was quenched with water (100 mL). Theresulting mixture was extracted with DCM. The combinedorganic layers were dried over Na2S04 , filtered and concentrated underreduced pressure. The resultant residue was purified by flash column chromatography on silica gel (DCM/MeOH (1 00:3 v/v)) to obtain compound 90fas a yellow solid(23.0 g, 29% yield). Mass Spectrum (LCMS, ESI pos.):Calcd. for C18H23ClN60 2 : 391.2 (M+H). found 391.1.

The synthetic route of 1082843-72-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1082843-72-8, These common heterocyclic compound, 1082843-72-8, name is 6-Bromo-3-chloropyrazin-2-amine, 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.

6-Bromo-3- chloropyrazin-2-amine (2000 mg, 9.59 mmol) was dissolved in DCM (48 ml) followed by triethylamine (3.99 ml, 28.78 mmol), di-tert-butyl dicarbonate (4188. 12 mg, 19.19 mmol), and N,N-dimethylpyridin-4-amine (87.91 mg, 0.72 mmol). The reaction was allowed to stir at room temperature for ovemight. The crude material was washed with water, dried, filtered and concentrated. The crude material was dissolved in minimal DCM and loaded onto a 25 g prepacked silica loader and eluted off a 40 g column using 0-30% MeOH/DCM. The title compound XI was isolated and identified by LCMS and NMR. The product was a mix of mono and bis boc-protected material, mainly bis boc-protected as observed by NMR.

The synthetic route of 1082843-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; DI PAOLO, Julie, A.; LIN, Joseph, Haw-Ling; LIN, Shao-Lee; (86 pag.)WO2016/172117; (2016); 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 1082843-72-8 as follows. Quality Control of 6-Bromo-3-chloropyrazin-2-amine

General procedure: Sodium ethanethiolate (1.85 g, 21.95 mmol) was added to a solution of 4,6-dichloropyrimidin-5-amine (3.00 g, 18.29mmol) in methanol(100 mL) and heated at reflux for 3 hours. The reactionmixture was evaporated to dryness and redissolved in EtOAc (50 mL) and washed sequentially with water (50 mL) and saturated brine (50 mL). The organic phase was dried over MgSO4, filtered and evaporated toafford the crudeproduct. The crude product was purified by flash silica chromatography, elutiongradient 5% to 25% EtOAc in heptane. Pure fractions were evaporated to drynessto afford 4-chloro-6-(ethylthio)pyrimidin-5-amine (2.70 g, 78%) as a white solid;

According to the analysis of related databases, 1082843-72-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Boyd, Scott; Davies, Robert D.M.; Degorce, Sebastien L.; Groombridge, Sam; S. Scott, James; Stokes, Stephen; Tetrahedron Letters; vol. 57; 1; (2016); p. 152 – 154;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1082843-72-8, 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. 1082843-72-8 name is 6-Bromo-3-chloropyrazin-2-amine, 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.

6-bromo-3-chloropyrazin-2-amine (2g, 9.59 mmol) and methyl 2-hydroxyacetate (2.222 ml, 28.8 mmol) were suspended in Tetrahydrofuran (THF) (88 ml) under N2 at ambient temperature in a multi necked flask. Potassium tert-butoxide 1 M in THF (23.99 ml, 23.99 mmol) was added and the mixture was stirred under N2 and heated to 50C for 18hrs. The reaction was monitored by 2mins liquid chromatography-mass spectrometry (LCMS) (high pH). After 18hrs, starting material still present by LCMS. Potassium tert- butoxide 1 M in THF (9.59 ml, 9.59 mmol) was added and left to stir for an additional 1 hr. (0080) After a total of 19hrs, starting material consumed by LCMS. The mixture was allowed to cool to ambient temperature then partitioned between water (60ml) and ethyl acetate (60ml) (organic layer discarded). The aqueous layer was acidified to pH=4 with aq 2M HCI then extracted twice with ethyl acetate (60ml). The combined organic layers were washed with water (75ml) then dried by passing through a hydrophobic frit and evaporated under vacuum to give the crude material 6-bromo-2H-pyrazino[2,3- b][1 ,4]oxazin-3(4H)-one (1 .9618g, 7.93 mmol, 83 % yield, with a purity of 93 % by NMR) as a red/brown solid. Sample carried through to next step without further purification LCMS (2mins, high pH): V4100473-3 rt = 0.44 mins, MH- = 230 (0081) IH NMR (400 MHz, DMSO-de) d ppm 4.90 (s, 2 H) 7.92 (s, 1 H) 11.81 (s, 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-3-chloropyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALDER, Catherine Mary; EDWARDS, Lee J; HAYES, Jerome; EVANS, Rhodri Ll?r; MCKAY, Blandine Suzanne Jeanne; (21 pag.)WO2019/180634; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1082843-72-8, 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. 1082843-72-8, name is 6-Bromo-3-chloropyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

6-Bromo- 3-chloropyrazin-2-amine (2000 mg, 9.59 mmol) was dissolved in DCM (48 ml) followed by triethylamine (3.99 ml, 28.78 mmol), di-tert-butyl dicarbonate (4188.12 mg, 19.19 mmol), and N,N-dimethylpyridin-4-amine (87.91 mg, 0.72 mmol). The reaction was allowed to stir at room temperature for overnight. The crude material was washed with water, dried, filtered and concentrated. The crude material was dissolved in minimal DCM and loaded onto a 25 g prepacked silica loader and eluted off a 40 g column using 0-30% MeOH/DCM. The title compound XI was isolated and identified by LCMS and NMR. The product was a mix of mono and bis boc-protected material, mainly bis boc-protected as observed by NMR.

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

Reference:
Patent; GILEAD SCIENCES, INC.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KROPF, Jeffrey E.; LEE, Seung H.; LO, Jennifer R.; MITCHELL, Scott A.; SCHMITT, Aaron C.; XIONG, Jin-Ming; XU, Jiangjun; ZHAO, Zhongdong; WO2015/100217; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem