Category: 1053656-22-6

Some common heterocyclic compound, 1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, molecular formula is C14H21N3O4, 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. category: Pyrazines

[0097] Method C-Step j: Preparation of ethyl 5,6,7,8-tetrahydroimidazo[l,2-a] pyrazine-2- carboxylate [0098] 7-Tert-butyl 2-ethyl5,6-dihydroimidazo[l,2-a]pyrazine -2,7(8H)-dicarboxylate (50 mg, 0.17 mmol) was dissolved in 3 mL of 3M HCl in ethyl acetate. The mixture was stirred at room temperature for 3 hours. The reaction mixture was filtered and washed with ethyl acetate. The solid was dissolved in water and added saturated NaHCC>3 aqueous solution until pH = 7. The solution was applied to reverse phase chromatography to afford the final compound as a white solid (27.53 mg, 83%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1053656-22-6, its application will become more common.

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

Electric Literature of 1053656-22-6,Some common heterocyclic compound, 1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, molecular formula is C14H21N3O4, 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.

LiOH.H2O (8.8 mmol, 4.0 equiv.) was added at 0 C. to a solution of 7-tert-butyl 2-ethyl-5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate (2.2 mmol, 1.0 equiv.) in methanol/water (2.5:1, 35 ml), and the mixture was then stirred for 2 h at 25 C. When the reaction was complete (TLC monitoring), the methanol was removed in vacuo, the residue was diluted with water (40 ml), and extraction with ethyl acetate (2×40 ml) was carried out. The aqueous phase was then adjusted to pH 2-3 with 1N HCl solution, and the resulting solid was filtered out. The solid was taken up in toluene, and the solvent was then removed in vacuo (2×) to yield the desired product in the form of a white solid. Yield: 68%.

The synthetic route of 1053656-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; US2010/234340; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, 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 1053656-22-6, Recommanded Product: 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate

To a chloroform solution (250 ML) of ethyl 7- (TERT-BUTOXYCARBONYL)-5, 6,7, 8- tetrahydroimidazo [1, 2-a] pyrazine-2-carboxylate from Example 10, Step A (18.4 g, 94 mmol), bromine (45 g, 281 mmol) was added, and the mixture was stirred at room temperature for an hour. An aqueous solution of sodium bisulfite was then added and the product was extracted with two 100-ML portions of dichloromethane. The combined organic extracts were washed sequentially with sodium bicarbonate and brine, then dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, gradient elution, 50% ethyl acetate/hexane to 100% ethyl acetate) to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 1053656-22-6, 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. 1053656-22-6 name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, 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.

To a solution of 3.40 g (11.5 mmol) of ethyl 7- (tert-butoxycarbonyl)-5, 6,7, 8- tetrahydroimidazo [1, 2-A] PYRAZINE-2-CARBOXYLATE (Example 10, Step 1) in 60 mL of dichloromethane was added 8.64 ML (17.3 mmol) of 2N methoxy (methyl) amine, and then 1.35 g (13.8 mmol) OF TRIMETHYLALUMINUM was added over 15 min. The reaction was stirred at ambient temperature for 14 h. The reaction was quenched slowly with water, the mixture was extracted with three portions of dichloromethane, and the combined organic layers were washed sequentially with 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over magnesium sulfate, and concentrated. The residue was purified by flash chromatography on a BIOTAGE system (silica gel, 100% ethyl acetate then 10% methanol in ethyl acetate) to give the title compound as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, and friends who are interested can also refer to it.

Reference of 1053656-22-6, The chemical industry reduces the impact on the environment during synthesis 1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, I believe this compound will play a more active role in future production and life.

A solution of 7-tert-butyl 2-ethyl-5,6-dihydroimidazo[1,2-a]pyrazin-2,7(8H)-dicarboxylate (300 mg, 1.02 mmole) in THF (15 ml) was cooled to -78 C. and DIBAL-H (1 M in hexane, 2.0 ml, 2.0 mmole) was slowly added under a N2 atmosphere. The reaction mixture was stirred for 1 hour at this temperature and Na2SO4¡Á10 H2O was then added until the evolution of gas was no longer observed. Further Na2SO4¡Á10 H2O was added, filtered, and the residue was washed with DCM (25 ml). The filtrate was concentrated and the crude product obtained (450 mg) was used without further purification in the next stage

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, 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, other downstream synthetic routes, hurry up and to see.

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

Synthetic Route of 1053656-22-6, The chemical industry reduces the impact on the environment during synthesis 1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, I believe this compound will play a more active role in future production and life.

Stage 2: A solution of 7-tert-butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate (300 mg, 1.02 mmol) in THF (15 ml) was cooled to -78 C., and DIBAL-H (1 M in hexane, 2.0 ml, 2.0 mmol) was added slowly under an N2 atmosphere. The reaction mixture was stirred for 1 hour at that temperature and then Na2SO4¡Á10H2O was added until no further evolution of gas was observed. Further sodium sulfate was added, the solution was filtered, and the residue was washed with DCM (25 ml). The filtrate was concentrated and the resulting crude product (450 mg) was used in the next stage without further purification.

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, 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUENENTHAL GmbH; US2010/173889; (2010); 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. 1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, A new synthetic method of this compound is introduced below., Product Details of 1053656-22-6

To a solution of the boc-ester (1 g, 3.38 mmol) obtained from step-3 in dry toluene (40 ml) was added DIBAL (1M, 3.7 mmol) at -78 C. and the reaction mixture was allowed to stir at this temperature for 5 hrs (monitored by TLC). Reaction was quenched with methanol (3.7 ml) and was slowly brought to 25 C. Brine (10 ml) was added to it and filtered through celite bed. Residue was washed with dichloromethane and combined organic layer was evaporated to get the crude aldehyde, which was used directly in the next step without any further purification. Yield: 800 mg (crude)

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; GRUENENTHAL GmbH; US2009/186899; (2009); 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 1053656-22-6 as follows. Product Details of 1053656-22-6

To a solution of ethyl 7- (TERT-BUTOXYCARBONYL)- 5, 6,7, 8-tetrahydroimidazo [1, 2- A] PYRAZINE-2-CARBOXYLATE (4.28 g, 14.5 mmol) from Step A in 100 ML of carbon tetrachloride was added N-CHLOROSUCCINIMIDE (2.325 g, 17.4 mmol) and benzoyl peroxide (50 mg, 0.2 mmol) sequentially. The reaction was stirred at reflux for 1 h. The reaction mixture was cooled to 0 C, filtered, and the solid was washed with two 25-ML portions of dichloromethane. The solvent was concentrated in vacuo. Purification by flash chromatography on a BIOTAGE system (silica gel, gradient, 50 % ethyl acetate/hexane to 100 % ethyl acetate) afforded the title compound.

According to the analysis of related databases, 1053656-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1053656-22-6, name is 7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C14H21N3O4

0081] Method A-Step c: Preparation of tert-butyl 2-(hydroxymethyl)-5,6- dihydroi [0082] To a stirred solution of 7-tert-butyl 2-ethyl 5,6-dihydroimidazo[l,2-a]pyrazine – 2,7(8H)-dicarboxylate (50 mg, 0.17 mmol) in anhydrous THF (2 mL) was added L1AIH4 (13 mg, 0.34 mmol) batches at 0 C. The mixture was stirred at the same temperature for 30 minutes. TLC showed that the reaction was complete. The reaction mixture was quenched with Na2S04.10H2O. The mixture was dried over anhydrous Na2S04> filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (CH2Cl2:MeOH = 50: 1) to give a colorless oil (30 mg, 69.8%). *H NMR (400 MHz, CDC13) delta 6.81 (s, 1H), 4.67 (s, 2H), 4.57 (s, 2H), 3.95 (d, / = 5.2 Hz, 2H), 3.84 (s, 2H), 1.48 (s, 9H).

The synthetic route of 1053656-22-6 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