Category: 59489-32-6

Adding a certain compound to certain chemical reactions, such as: 59489-32-6, name is 5-Chloro-2,3-dimethylpyrazine, 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 59489-32-6, Formula: C6H7ClN2

A. 2-(2-Dimethylaminoethylamino)-5,6-dimethyl pyrazine. 2-chloro-5,6-dimethylpyrazine (12.8 g., 0.09 mole) is added to unsym-dimethylethylenediamine (26 g., 0.295 mole) containing cuprous chloride (0.25 g.) and the mixture is heated for 48 hours in an oil bath maintained at 135-140 C. On cooling, 50 ml of water and a single molar excess of 10N sodium hydroxide are added. The mixture is extracted with methylene chloride. The organic extracts are backwashed with saturated sodium chloride solution, dried over sodium sulfate, filtered and concentrated under vacuum. The residual oil is dissolved in hexane, filtered and reconcentrated to obtain the product oil (15.8 g., 0.081 mole).

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; Merck & Co., Inc.; US4144338; (1979); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 59489-32-6, These common heterocyclic compound, 59489-32-6, name is 5-Chloro-2,3-dimethylpyrazine, 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.

Description 86: 2,3-dimethyl-5-[(phenylmethyl)oxy]pyrazine (D86); Potassium tert-butoxide (413 mg, 3.68 mmol) was added to a solution of 5-chloro-2,3- dimethylpyrazine D85 (350 mg) and benzyl alcohol (0.638 ml, 6.14 mmol) in 1,4-Dioxane (12 ml). The resulting yellow suspension was stirred at 98 0C for 20 minutes and then the temperature was allowed to reach 23 0C. Water (5 ml) and EtOAc (20 ml) were added, the aqueous phase was extracted with EtOAc (3 x 10 ml) and the collected organic layers washed with brine (2 x 5 ml), dried over Na2SO4, filtered and evaporated under reduced pressure to give a yellow oil.This was purified by column chromatography on silica gel (SNAP KP-SiI 5Og; eluted with Cy/EtOAc 90:10) and an orange solid was obtained. It resulted to be not pure and it was further purified by silica gel chromatography (SNAP KP-SiI; eluted with n- hexane/Et2O 90:10). Evaporated fractions gave the title compound D86 as yellow solid(175 mg).UPLC (IPQC): rt = 1.10 minutes, peak observed: 215 (M+l) C13Hi4N2O requires 214.

Statistics shows that 5-Chloro-2,3-dimethylpyrazine is playing an increasingly important role. we look forward to future research findings about 59489-32-6.

Reference:
Patent; GLAXO GROUP LIMITED; AMANTINI, David; DI FABIO, Romano; WO2010/122151; (2010); 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. 59489-32-6, name is 5-Chloro-2,3-dimethylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Chloro-2,3-dimethylpyrazine

To a degassed solution of 1,1-dimethylethyl (lR,4S,6R)-4-[(E/Z)-2-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)ethenyl]-3-azabicyclo[4.1.0]heptane-3-carboxylate D6 (150 mg) and 5-chloro-2,3-dimethylpyrazine D56 (73.5 mg) in 1,2- DME (3 ml) sodium carbonate 2M (1 ml, 2.000 mmol), dichloropalladium – triphenylphosphane (1 :2) (30.1 mg, 0.043 mmol) was added and the mixture was heated to 90C for 1.5 hours. The mixture was cooled down to room temperature, then diluted with EtOAc and washed with water and brine. Organic phase was dried over Na2S04, filtered and concentrated under reduced pressure. Crude was purified by flash chromatography on silica gel (Cy to Cy/EtOAc 1 : 1) affording the title compound D57 (26.6 mg).UPLC (IPQC): rt = 1.18 minutes peak observed: 330 (M+l) Ci9H27N302 requires 329.

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 59489-32-6.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2012/89607; (2012); 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 59489-32-6 as follows. Computed Properties of C6H7ClN2

Pd2(dba)3-CHC13 (5 mg, 0.5 mol %), ligand 1 (8 mg, 2 mol %) and 1.4 eq sodium tert- butoxide (13 mg, 0.14 mmol) were weighed in air and transferred into a microwave tube, followed by dioxane (750 muL), 1.0 eq JVrlambda/-dimethyl-l-(piperidin-4-yl)-2’/f-spiro[piperidine-4,41- quinolineJ-rp’i^O-carboxamide (36 mg, 0.10 rnmol) and 1.0 eq 5-chloro-2,3-dimethylpyrazine (14 mg). The tube was flushed with nitrogen, capped and stirred at 800C for 3 hours. The reaction was cooled to room temperature, diluted with methanol (500 muL), filtered (Whatman 0.45 mum PTFE) and subjected to reverse-phase HPLC purification (2-40% CH3CN gradient [w/ 0.1 % TFA (aq)] over / = 10 minutes, 750 muL injected, 35 mL/min) to yield compound no. 20. LC/MS (10-99% CH3CN/0.05% TFA gradient over 5 min): m/z 463.4, retention time 2.13 minutes.

According to the analysis of related databases, 59489-32-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/100670; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 59489-32-6, name is 5-Chloro-2,3-dimethylpyrazine, 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 59489-32-6, category: Pyrazines

A. 2-(2-Dimethylaminoethylamino)-5,6-dimethyl pyrazine. 2-chloro-5,6-dimethylpyrazine (12.8 g., 0.09 mole) is added to unsym-dimethylethylenediamine (26 g., 0.295 mole) containing cuprous chloride (0.25 g.) and the mixture is heated for 48 hours in an oil bath maintained at 135-140 C. On cooling, 50 ml of water and a single molar excess of 10N sodium hydroxide are added. The mixture is extracted with methylene chloride. The organic extracts are backwashed with saturated sodium chloride solution, dried over sodium sulfate, filtered and concentrated under vacuum. The residual oil is dissolved in hexane, filtered and reconcentrated to obtain the product oil (15.8 g., 0.081 mole).

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; Merck & Co., Inc.; US4144338; (1979); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem