Category: 77112-52-8

Electric Literature of 77112-52-8, These common heterocyclic compound, 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, 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.

10% Pd/C (40 mg) was added to a solution of ethyl imidazo[1,2-a]pyrazine-2-carboxylate (410 mg, 2.15 mmol) and conc.HCl (0.5 mL) in EtOH (9.5 mL) and stirring was continued under a hydrogen atmosphere for 16 h. The reaction mixture was filtered over a celite bed and the filtrate was concentrated under reduced pressure to afford the crude product, which was purified by washing with diethyl ether and dried to afford 400 mg of the title compound as a yellow hygroscopic solid. MS (ESI): m/z 196 (M+H).

The synthetic route of 77112-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; Sasmal, Pradip Kumar; Ahmed, Shahadat; Prabhu, Ganesh; Tehim, Ashok; Paradkar, Vidyadhar; Dattatreya, Marahanakuli Prasanna; Mavinahalli, Nanjegowda Jagadeesh; US2015/5280; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, 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. name: Ethyl imidazo[1,2-a]pyrazine-2-carboxylate

To a well stirred suspension of the ester obtained from step-1 (10 g, 52.3 mmol) in dioxane (400 ml) was added lithium borohydride (2 eqv) at 25 C. and the resulting reaction mixture was allowed to stir at the same temperature for 10 minutes. It was then warmed to 60 C. and kept at this temperature for 20 minutes (. Higher temperature and more reaction time reduce the yield and quality of reaction). Reaction mixture was then cooled to 0 C., acidified with 1N HCl and dioxane was completely evaporated under reduced pressure. Residue was taken in dichloromethane (200 ml), TEA (4eqv) and Boc-anhydride (1.2 eqv) was added to it and the resulting reaction mixture was allowed to stir at 25 C. for 16 hrs. Organic layer was washed with water and brine and finally dried over sodium sulfate. Evaporation of organic layer gave the crude product which was purified by column chromatography (70% ethyl acetate in hexane). Yield: 27%

The synthetic route of Ethyl imidazo[1,2-a]pyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUENENTHAL GmbH; US2009/186899; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 77112-52-8, These common heterocyclic compound, 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, 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.

10% Pd/C (40 mg) was added to a solution of ethyl imidazo[1,2-a]pyrazine-2-carboxylate (410 mg, 2.15 mmol) and conc.HCl (0.5 mL) in EtOH (9.5 mL) and stirring was continued under a hydrogen atmosphere for 16 h. The reaction mixture was filtered over a celite bed and the filtrate was concentrated under reduced pressure to afford the crude product, which was purified by washing with diethyl ether and dried to afford 400 mg of the title compound as a yellow hygroscopic solid. MS (ESI): m/z 196 (M+H).

The synthetic route of 77112-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; Sasmal, Pradip Kumar; Ahmed, Shahadat; Prabhu, Ganesh; Tehim, Ashok; Paradkar, Vidyadhar; Dattatreya, Marahanakuli Prasanna; Mavinahalli, Nanjegowda Jagadeesh; US2015/5280; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 77112-52-8, 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. 77112-52-8 name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, 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.

A mixture of lithium chloride monohydrate (6.50g, 0.156mol) was added to Compound 84 (9.73g, 0.05mol) [Reference Preparation WO2009090055] in ethanol / water (400ml / 100ml), stirred at room temperature 8 hours, the solvent was distilled off under reduced pressure, under ice-cooling with a 1N aqueous hydrochloric acid solution was adjusted to PH 3-4, and the precipitated solid was filtered, washed with acetone and dichloromethane, respectively cake, 50 C and dried under reduced pressure to give a pale pink solid powder compound 85, a total of 7.69g (9.4mmol), yield 93.7%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, and friends who are interested can also refer to it.

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. 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Ethyl imidazo[1,2-a]pyrazine-2-carboxylate

Step 2: 5, 6,7, 8-Tetrahydroimidazo [1,2-a] pyrazine-2-carboxylic acid ethyl ester, Hydrochloride :; 0.46 M HCI-EtOH (169 mL) and 10% Pd-C (50% wet) (1.37 g) were added to the EtOH (546 mL) solution of imidazo [1,2-a] pyrazine-2-carboxylic acid ethyl ester (13.7 g). The mixture was hydrogenated under H2 at 40 psi at room temperature for 15 h. The reaction mixture was filtered and Pd-C was washed with EtOH. The filtrate was concentrated under reduced pressure. The residue was applied to silica gel column chromatography, then the column was eluted with CHCI3-MeOH (9/1- 2/1). The titled compound was obtained as brown crystals Yield : 10.4 g, 63%. ‘H NMR (CDCI3) 8 d 1.38 (t, 3H, J = 7.1 Hz), 3.90 (t, 2H, J = 5.7 Hz), 4.40 (q, 2H, J= 7.1 Hz), 4.59 (t, 2H, J= 5.7 Hz), 4.80 (s, 2H), 8.20 (s, 1H).

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 77112-52-8.

Adding a certain compound to certain chemical reactions, such as: 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, 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 77112-52-8, Recommanded Product: Ethyl imidazo[1,2-a]pyrazine-2-carboxylate

Step 2: 5, 6,7, 8-Tetrahydroimidazo [1, 2-a] pyrazine-2-carboxylic acid ethyl ester, Hydrochloride : 0.46 M HCI EtOH (169 mL) and 10% Pd-C (50% wet) (1.37 g) were added to the EtOH (546 mL) solution of imidazo [1,2-a] pyrazine-2-carboxylic acid ethyl ester (13.7 g). The mixture was hydrogenated under H2 at 40 psi at room temperature for 15 h. The reaction mixture was filtered and Pd-C was washed with EtOH. The filtrate was concentrated under reduced pressure. The residue was applied to silica gel column chromatography, then the column was eluted with CHCis-MeOH (9/1-2/1). The titled compound was obtained as brown crystals Yield : 10.4 g, 63%. ‘H NMR (CDCI3) d 1.38 (t, 3H, J = 7.1 Hz), 3.90 (t, 2H, J = 5.7 Hz), 4.40 (q, 2H, J = 7.1 Hz), 4.59 (t, 2H, J = 5.7 Hz), 4.80 (s, 2H), 8.20 (s, 1 H).

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; WYETH; WO2003/93277; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 77112-52-8,Some common heterocyclic compound, 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, molecular formula is C9H9N3O2, 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.

Procedure for step-3 :To a well stirred suspension of the ester obtained from step-1 (1Og, 52.3 ?imol) in dioxane (400 ml) was added lithium borohydride (2 eqv) at 25C and the resulting reaction mixture was allowed to stir at the same temperature for 10 minutes. It was then warmed to 60C and kept at this temperature for for 20 minutes ( . Higher temperature and more reaction time reduce the yield and quality of reaction) . Reaction mixture was then cooled to 0C, acidified with IN HCl and dioxane was completely evaporated under reduced pressure. Residue was taken in dichloromethane (200 ml) , TEA ( 4eqv) and Boc-anhydride ( 1.2 eqv) was added to it and the resulting reaction mixture was allowed to stir at 250C for 16 hrs . Organic layer was washed with water and brine and finally dried over sodium sulfate. Evaporation of organic layer gave the crude product which was purified by column chromatography (70% ethyl acetate in hexane) . Yield : 27%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/90055; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C9H9N3O2

[0079] Method A-Step b: Preparation of 7-tert-butyl-2-ethyl-5,6-dihydroimidazo[l,2- a]pyrazine-2 -dicarboxylate [0080] To a solution of ethyl imidazo[l,2-a]pyrazine-2-carboxylate (1 g, 5.2 mmol) in 500 mL ethyl alcohol was added Boc20 (3.0 g, 18 mmol) and 200 mg 10% Pd-C (50% wet) under hydrogen atmosphere, then the mixture was stirred at room temperature for 24 hours. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure. The residue was applied to silica gel column chromatography and eluted with (CH2Cl2:MeOH = 50:1). The title compound was obtained as a yellow oil (0.973 g, 63%). *H NMR (400 MHz, CDCI3) delta 7.51(s, 1H), 4.68 (s, 2H), 4.30 (q, 7 = 7.1 Hz, 2H), 4.00 (t, 7 = 5.2 Hz, 2H), 3.82 (t, 7 = 5.2 Hz, 2H), 1.43 (s, 9H), 1.21 (t, 7 = 7.1 Hz, 3H).

The synthetic route of 77112-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHANG, Xiaohu; WO2014/113191; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 77112-52-8, 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 77112-52-8 as follows.

To the suspension of imidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester (0.3 g, 0.0016 mol) in anhydrous ethanol (7 mL), the chilled solution of bromine (0.16 mL, 0.0032 mol) in anhydrous ethanol (7 mL) was added dropwise and the resulting mixture was heated at reflux under continuous nitrogen flow for 1.5 hours. The reaction mixture was concentrated under reduced pressure and treated with the saturated solution of sodium bicarbonate in water (50 mL). The aqueous layer was extracted with ethyl acetate (3×25 mL), the combined organic extracts were dried with magnesium sulfate and concentrated. The residue was suspended in heptane (30 mL) and the precipitate was collected by filtration and dried to yield 5-bromo- imidazo [1,2-a]pyrazine-2-carboxylic acid ethyl ester (0.075 g, 0.00028 mol) as a yellow solid. m/z: (M + H) + 270,272.

According to the analysis of related databases, 77112-52-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; WO2005/110410; (2005); A2;,
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 77112-52-8 as follows. Recommanded Product: Ethyl imidazo[1,2-a]pyrazine-2-carboxylate

0.46 M HCl-EtOH (169 mL) and 10% Pd-C (50% wet) (1.37 g) were added to the EtOH (546 mL) solution of imidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester (13.7 g). The mixture was hydrogenated under H2 at 40 psi at room temperature for 15 h. The reaction mixture was filtered and Pd-C was washed with EtOH. The filtrate was concentrated under reduced pressure. The residue was applied to silica gel column chromatography, then the column was eluted with CHCl3-MeOH (9/1~2/1). The titled compound was obtained as brown crystals Yield: 10.4 g, 63%. 1H NMR(CDCl3)delta d 1.38(t, 3H, J=7.1 Hz), 3.90(t, 2H, J=5.7 Hz), 4.40(q, 2H, J=7.1 Hz), 4.59(t, 2H, J=5.7 Hz), 4.80(s, 2H), 8.20(s, 1H).

According to the analysis of related databases, 77112-52-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth; US2006/276445; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem