Category: 121246-96-6

Electric Literature of 121246-96-6, 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. 121246-96-6 name is 3-Chloropyrazine-2-carbaldehyde, 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.

Preparation 1; 4-Methyi-3,4,5,6-tetrahydro-2H-[1,2’lbip(at)rrazinyl-3′-carbaldehyde; n-BuLi (56 mmol, 22.4 mL, 2.5 M in hexanes) was added to tetrahydrofuran (300 mL) cooled to-78 C followed by the addition of 2,2-6,6-tetramethylpiperidine (52 mmol, 8.71 mL). The solution was removed from the cooling bath and stirred for 30 minutes and then cooled back to -78C. 2-chloropyrazine (40 mmol, 3.65 mL) was added dropwise, and the solution turned a reddish-brown color. After stirring 30 minutes, methylformate (60 mmol, 3.7 mL) was added and the reaction mixture was stirred for 2.25 hrs at -78C. Acetic acid (8 mL) was added and the mixture was warmed to 0C, was washed 3 times with 1: 1 brine-water, dried over sodium sulfate, and then concentrated in vacuo. The residue was dissolved in 1,4- dioxane (250 mL) and 1-methylpiperazine (60 mmol, 6.6mL) and potassium carbonate solution (8.28g in 60 mL of water) were added and the mixture was heated at 100C for 1.5 hours. After cooling to room temperature, the mixture was filtered through a Celite pad which was then washed with chloroform. The filtrate was concentrated in vacuo and purified by silica gel chromatography (100: 1:1 chloroform-methanol-ammonium hydroxide) to yield 3.3 g (40% yield for two steps) of 4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-3′-carbaldehyde; ¹3C NMR (100 MHz, CDC13) d 191.7,154.3, 145.3,134.5, 133.2, 55.1, 48.7, 46.3; MS (AP/CI) 207.2 (M+H)+.

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

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/113535; (2005); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 121246-96-6, 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. 121246-96-6, name is 3-Chloropyrazine-2-carbaldehyde belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of intermediate 3.3 (2.00 g, 10.4 mmol) and 3-chloro-pyrazine-2-carbaldehyde (1 .48 g, 10.4 mmol) in DMF (10.0 mL) and DMSO (5.00 mL) was stirred for 45 min at 100 C in a microwave. 1 ,1 ,1 -Triacetoxy-1 ,1 -dihydro-1 ,2-benziodoxol-3(1 H)-one (4.40 g, 10.4 mmol) was added and the mixture was stirred for 1 h at rt. The mixture was poured into H2O, filtered, washed with H2O and dried to obtain the product.MS (ESI+): (M+H)+279HPLC: RT = 0.41 min, Method F

The synthetic route of 3-Chloropyrazine-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; GERLACH, Kai; EICKMAIER, Christian; SAUER, Achim; JUST, Stefan; CHENARD, Bertrand L.; (86 pag.)WO2019/11802; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 121246-96-6, 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. 121246-96-6 name is 3-Chloropyrazine-2-carbaldehyde, 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.

Preparation 1; 4-Methyi-3,4,5,6-tetrahydro-2H-[1,2’lbip(at)rrazinyl-3′-carbaldehyde; n-BuLi (56 mmol, 22.4 mL, 2.5 M in hexanes) was added to tetrahydrofuran (300 mL) cooled to-78 C followed by the addition of 2,2-6,6-tetramethylpiperidine (52 mmol, 8.71 mL). The solution was removed from the cooling bath and stirred for 30 minutes and then cooled back to -78C. 2-chloropyrazine (40 mmol, 3.65 mL) was added dropwise, and the solution turned a reddish-brown color. After stirring 30 minutes, methylformate (60 mmol, 3.7 mL) was added and the reaction mixture was stirred for 2.25 hrs at -78C. Acetic acid (8 mL) was added and the mixture was warmed to 0C, was washed 3 times with 1: 1 brine-water, dried over sodium sulfate, and then concentrated in vacuo. The residue was dissolved in 1,4- dioxane (250 mL) and 1-methylpiperazine (60 mmol, 6.6mL) and potassium carbonate solution (8.28g in 60 mL of water) were added and the mixture was heated at 100C for 1.5 hours. After cooling to room temperature, the mixture was filtered through a Celite pad which was then washed with chloroform. The filtrate was concentrated in vacuo and purified by silica gel chromatography (100: 1:1 chloroform-methanol-ammonium hydroxide) to yield 3.3 g (40% yield for two steps) of 4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-3′-carbaldehyde; ¹3C NMR (100 MHz, CDC13) d 191.7,154.3, 145.3,134.5, 133.2, 55.1, 48.7, 46.3; MS (AP/CI) 207.2 (M+H)+.

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

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 121246-96-6 as follows. Application In Synthesis of 3-Chloropyrazine-2-carbaldehyde

Add in pressure reactor3-Chloro-2-carbaldehyde pyrazine (II)(0.71 g, 5 mmol) and dioxane (20 mL),Ammonia (1.7g, 0.1mol) was added with stirring and then added4- (Pyridin-2-yl-Aminocarbonyl) benzeneboronic acid(III) (2.42 g, 10 mmol),Acetylacetonate dicarbonyl rhodium(0.26 g, 1 mmol) and water 4 mL.The reactor closed, gradually warming to 80 ~ 90 degrees,The reaction 16-18 hours, TLC detection, the reaction was completed.Concentration under reduced pressure, the residue was dissolved with methylene chloride,Saturated sodium bicarbonate and water were washed in turn, dried over anhydrous sodium sulfate.Concentrated to give a tan oil,Column chromatography with ethyl acetate and petroleum ether (1: 2 by volume) gave a white solid4- [amino (3-chloro-2-pyrazinyl)Methyl] -N- (2-pyridyl)Benzamide(IV) 1.38 g, 81.2% yield

According to the analysis of related databases, 121246-96-6, the application of this compound in the production field has become more and more popular.

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. 121246-96-6, name is 3-Chloropyrazine-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Chloropyrazine-2-carbaldehyde

PREPARATION 14; EPO 4-Methyl-3,4,5,6-tetrahvdro-2H-?,2’lbipyrazinyl-3′-carbaldehvde;.S-Chloro-pyrazine^-carb-aldehyde (Turck, et al., Synthesis 1988, 881-4) (6.01 g, -40 mmol), N-methylpiperazine (6.6 mL, 59.4 mmol) and K2CO3 (8.3g, 60.0 mmol) were refluxed for 1h in dioxane (250 mL). After cooling, the mixture was filtered and concentrated to an orange oil. This was dissolved in EtOAc (500 mL) and washed with water (4×150 mL) and brine, dried (MgSO4) and concentrated. Chromatography with 5% MeOH/ CH2CI2 gave 3.34 g (40%) of PP14 as a dark red oil : NMR (CDCI3) 9.94 (s, 1 H), 8.18 (d, J= 2.1 Hz, 1 H), 8.08 (d, J = 2.1 Hz, 1 H), 3.59 (t, J= 5.2 Hz, 4H), 2.53 (t, J = 5.0 Hz, 4H), 2.32 (s, 3H).

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 121246-96-6.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2006/48727; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 121246-96-6, These common heterocyclic compound, 121246-96-6, name is 3-Chloropyrazine-2-carbaldehyde, 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.

2,2,6,6-Tetramethylpiperidine (19.7ml, 117mmol) was added to a solution of n-butyl lithium (69.3ml of a 1.6M solution in hexane, lllmmol) in anhydrous THF (200ml) at -760C under an atmosphere of nitrogen, keeping the reaction temperature below -7O0C. The reaction mixture was stirred at -7O0C for 15 minutes then allowed to warm to O0C and stirred for a further 30 minutes before being cooled to -760C. 2-Chloropyrazine (1Og, 87.3mmol) was added dropwise such that the reaction temperature was kept below -7O0C. The reaction mixture was then stirred at -700C for 30 minutes. Ethyl formate (7.5ml, 98mmol) was then added such that the reaction temperature was kept below -700C. The reaction mixture was then stirred at -7O0C for 1.5 hours. Glacial acetic acid (13ml,.218mmol) was added at -7O0C and the mixture then allowed to warm to ambient temperature and the volatiles were removed by evaporation. The residue dissolved in ethanol (100ml) and hydroxylamine (6.83g, 105mmol) and triethylamine (24.2ml, 175mmol) were added. The mixture was heated at 500C for 18 hours and the volatiles were then removed by evaporation. The residue was dissolved in diethylether and any remaining insoluble material was removed by filtration. The filtrate was washed with water, the solvent removed from the organic layer by evaporation and the residue purified by chromatography on silica gel eluting with DCM, then with diethylether / DCM (1:4) and finally with EtOAc to give 3-chloropyrazine-2- carboxaldehyde oxime (5.21g, 37.9%) as a solid; NMR Spectrum 8.37 (s, IH), 8.50 (d, IH), 8.70 (d, IH), 12.25 (s, IH).

The synthetic route of 121246-96-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/106307; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem