Category: 5780-66-5

Related Products of 5780-66-5, A common heterocyclic compound, 5780-66-5, name is Pyrazine-2-carbaldehyde, molecular formula is C5H4N2O, 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.

Example 5 Synthesis of the compound represented by the following formula; [Show Image] The compound A (50 mg) and 2-pyrazinecarboxyaldehyde (200 mg) were dissolved in methanol (10 ml) and then 100 mul of acetic acid was added thereto, followed by stirring at 80°C for 3 hours. After the reaction solution was neutralized with triethylamine, it was filled on a Sephadex LH-20 column chromatography and developed with methanol. The desired fraction was concentrated and dried to give a hydrazone compound (45 mg). The resulting hydrazone compound (20 mg) was dissolved in methanol-tetrahydrofuran (1:1) (10 ml) and then NaBH3CN (20 mg) and 10percent HCl-MeOH (3 ml) were added thereto, followed by stirring for 60 minutes. After the reaction solution was concentrated, a small amount of triethylamine was added to the residue and the mixture was filled on a Sephadex LH-20 column chromatography and developed with methanol. The desired fraction was concentrated and dried to give the compound represented by the above formula (6.0 mg) as a red solid. FAB (m/z): 627 (M + H)+ 1H-NMR (300 MHz, DMSO-d6, delta ppm): 11.23 (1H, s), 9.03 (1H, d, J = 1.2 Hz), 8.82 (1H, d, J = 8.7 Hz), 8.74 (1H, d, J = 8.4 Hz), 8.51 (1H, d, J = 2.7 Hz), 8.46 (1H, dd, J = 1.2 Hz, 2.7 Hz), 7.19 (1H, d, J = 1.8 Hz), 7.03 (1H, d, J = 1.8 Hz), 6.83 (1H, dd, J = 1.8 Hz, 8.7 Hz), 6.80 (1H, dd, J = 1.8 Hz, 8.4 Hz), 6.43 (1H, t, J = 4.5 Hz), 6.18 (1H, br), 5.96 (1H, d, J = 8.4 Hz), 5.05 (1H, br), 4.43 (2H, d, J = 4.5 Hz), 4.05 (1H, m), 3.92 (2H, m), 3.77 (1H, m).

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; BANYU PHARMACEUTICAL CO., LTD.; EP1666485; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5780-66-5, The chemical industry reduces the impact on the environment during synthesis 5780-66-5, name is Pyrazine-2-carbaldehyde, I believe this compound will play a more active role in future production and life.

The compound (99 mg) obtained in Example 47-3 and the compound (51.0 mg) obtained in Example 84-1 were dissolved in anhydrous methanol (5.0 ml). The solution was added with sodium cyanoborohydride (35.6 mg) and further added with acetic acid (1.0 ml) to adjust the solution to pH 5, followed by stirring for 5 minutes and then stirring at room temperature for 17 hours. After completion of the reaction, methanol was distilled off and the solution was then added with 1 mol/l sodium hydroxide to adjust the solution to pH 11, followed by extraction with chloroform. The organic layer was washed with saturated saline solution and dried with anhydrous magnesium sulfate. After that, the solvent was distilled off. Then, the residue was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (16.8 mg) of the subject compound as a white solid. MS(FAB,Pos.):m/z=512[M+H]+1H-NMR(500MHz,DMSO-d6+D2O):delta=0.82(6H,t,J=7.3Hz),1.42(4H,sext.,J=7.3Hz),2.32(4H,t ,J=7.5Hz),3.48(2H,s),3.71(2H,s),3.73(2H,s),3.77(2H,s),6.85(1 H,s),7.11(1H,s),7.27(2H,d,J=8.5Hz),7.56(2H,d,J=8.3Hz),7.67(2 H,J=8.5Hz),7.89(2H,d,J=8.3Hz),8.51(1H,s),8.55(1H,s),8.84(1H, s).

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, Pyrazine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1550657; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5780-66-5,Some common heterocyclic compound, 5780-66-5, name is Pyrazine-2-carbaldehyde, molecular formula is C5H4N2O, 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.

Method 54; Pvrazine-2-carboxaldehyde oxime A IN solution of lithium aluminium hydride in THF (73. 8ml, 73.8mmol) was added to a suspension of methyl pyrazine-2-carboxylate (20g, 145mmol) in anhydrous THF (300. 0ml) at-78°C keeping the reaction temperature below-72°C. On completion of addition the reaction mixture was left to stir at-78°C for a further 20 minutes and then quenched with glacial acetic acid (20. 0ml). The resulting mixture was warmed to room temperature and the volatiles removed by evaporation. The residue was dissolved in 3N hydrochloric acid (116ml) and extracted with DCM. The extracts were combined, washed with saturated aqueous sodium hydrogen carbonate solution and the solvent evaporated. The residue was purified by chromatography on silica gel eluting with DCM/diethylether (100: 0 then 80: 20 and then 0: 100) to give pyrazine-2-carboxaldehyde (15.67g, 100percent). This was immediately dissolved in chloroform (200ml) cooled to 0°C and hydroxylamine mono-hydrochloride (11. 02g, 159. 5mmol) and triethylamine (24. 2ml, 117. 4mmol) were added. The reaction mixture was then stirred at ambient temperature for 0.5 hour, and the solvent removed by evaporation. The residue suspended in diethylether (500ml) and the insolubles removed by filtration. The filtrate was evaporated and the residue purified by chromatography eluting with DCM/diethylether (100: 0 then 80: 20 and then 0: 100) to give the title compound (5. 5g, 31percent) as a solid. NMR (DMSO-d6) : 8.15 (s, 1H), 8.62 (dd, 2H), 8. 99 (s, 1H).

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/40159; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5780-66-5,Some common heterocyclic compound, 5780-66-5, name is Pyrazine-2-carbaldehyde, molecular formula is C5H4N2O, 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.

As shown in scheme 1, nitromethane (11.1 mL, 207 mmol, 1.5 eq) was added to a solution of the pyrazine aldehyde (15 g, 138 mmol) in 35 mL of anhydrous THF. The solution was cooled to 0° C. Potassium tert-butoxide (13.8 mL of 1 M solution in THF, 13.8 mmol, 0.1 eq) was added dropwise keeping the solution temperature below 5° C. A yellow precipitate formed upon addition of base. After addition of base was complete, the reaction was stirred for 15 minutes at 0° C. The solution was poured into 250 mL of water and extracted with EtOAc (3.x.250 mL). The combined organics were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified via silica plug and eluted with 60percent EtOAc/hexanes. The product (1) was a yellow viscous oil (15.1 g, 64percent). LC/MS (M+1) 170.

The synthetic route of 5780-66-5 has been constantly updated, and we look forward to future research findings.

Related Products of 5780-66-5,Some common heterocyclic compound, 5780-66-5, name is Pyrazine-2-carbaldehyde, molecular formula is C5H4N2O, 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 mixture of pyrazine-2-carboxaldehyde (1.1 g, 10 mMol), sulphur powder (0.6 g, 18 mMol), and piperidine (3 mL) was stirred at 110° C for 2 hrs. The resultant dark brown mixture was left to stand overnight and then was poured into cold water. The solid was collected by filtration and purified by column chromatography (silica gel, dichloromethane) to give 400 mg of crude thio piperidyl amide as a yellow solid. This was dissolved in methanol (5 mL) and hydrazine hydrate (0.1 mL) was added to the solution. The mixture was stirred at room temperature for 1 hr. More hydrazine hydrate (0.5 mL) was added and the mixture was stirred for 1 hr more. After neutralisation with glacial acetic acid the mixture was extracted with ethyl acetate and dried over MgS04. Isatin (300 mg) and glacial acetic acid (1 mL) were added to the solution and the reaction mixture was heated under reflux overnight. The solvent was evaporated in vacuo and the residue was recrystallised from acetonitrile to give the desired product (130 mg) as a beige solid.

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

Adding a certain compound to certain chemical reactions, such as: 5780-66-5, name is Pyrazine-2-carbaldehyde, 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 5780-66-5, Recommanded Product: Pyrazine-2-carbaldehyde

EXAMPLE 28 To a suspension of 4 g of 5H,10H-imidazo-[1,2-a]indeno[1,2-e]pyrazin-4-one in 70 ml of dimethyl sulphoxide are added, with stirring and under cover of nitrogen, 3.9 g of 2-pyrazinecarboxaldehyde and, after cooling to 19¡ã C., 1.6 g of 60percent sodium hydride are added portionwise while maintaining the reaction medium at a temperature between 15¡ã and 21¡ã C. The stirring is continued for 4 hours and then 70 ml of water, 5 ml of acetic acid and 50 ml of methanol are successively added dropwise at a temperature in the region of 20¡ã C. The suspension obtained is filtered and the solid thus isolated is washed with methanol, air-dried and triturated in a mixture of 80 ml of dimethylformamide and 25 ml of methanol. After drying at 60¡ã C. under vacuum (1 mmHg; 0.13 kPa) 3.3 g of 10-(2-pyrazinylmethylene)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one are obtained, in the form of a red-orange solid melting above 260¡ã C. (Analysis percent calculated C: 69.00, H: 3.54, N: 22.35, O: 5.11, percent found C: 69.6, H: 3.6, N: 22.0, O: 4.9).

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; Rhone-Poulenc Rorer S.A.; US5753657; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A common compound: 5780-66-5, name is Pyrazine-2-carbaldehyde, belongs to Pyrazines compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 5780-66-5

Intermediate 85 Ethyl 1-phenyl-3- [ (2-pyrazinylmethyl) amino]-1 H-pyrazole-4-carboxylate To ethyl 3-amino-1-phenyl-1H-pyrazole-4-carboxylate (250 mg, 1.08 mmol) was added DCM (6 mL), pyrazine-2-carboxaldehyde (233 mg, 2.16 mmol), acetic acid (0.18 mL, 3.24 mmol) and sodium triacetoxyborohydride (0.46 g, 2.16 mmol). The reaction was stirred overnight at room temperature, partitioned between DCM and water, passed through a hydrophobic frit and the organic layer concentrated. Purified by MDAP HPLC to give the title compound. MS calcd for (C17H17N5O2+H)+ : 324 MS found (electrospray) : (M+H) + = 324

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, 5780-66-5, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/92863; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5780-66-5, name is Pyrazine-2-carbaldehyde, molecular formula is C5H4N2O, 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. 5780-66-5

EXAMPLE 2; This example describes synthesis of another mid-transition metal complex of the invention, with ligand synthesis as illustrated in Scheme 3 and described in part (a), and metallation as illustrated in Scheme 4 and described in part (b). [00163] (a) The imine-containing ligand 3 may be synthesized by reaction of 2,6-pyrazine carboxaldehyde with 2,6-diisopropylanine as illustrated in Scheme 3: [C00023] [00164] A 250-mL flask is charged with 2,6-pyrazine carboxaldehyde and methanol. A slight excess of 2,6-diisopropylaniline (1.1 eq) is added by pipet. The mixture is stirred at room temperature in methanol for 1 d. The solvent and unreacted aniline are removed in vacuo to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5780-66-5, its application will become more common.

Reference:
Patent; SRI International; US6841676; (2005); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem