Category: 143591-61-1

Adding a certain compound to certain chemical reactions, such as: 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, 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 143591-61-1, SDS of cas: 143591-61-1

3-Bromo-8-(methylthio)imidazo|”l,2-a”|pyrazine[00241] A solution of NaSMe (385 mg, 5.497 mmol) in DMSO (4 mL) was added to a solution of 3-bromo-8-bromo/chloroimidazo[l,2-a]pyrazine (1.015 g, 4.581 mmol) in DMSO (20 niL) and the resulting mixture was heated at 1000C for 16 hours. After cooling to room temperature, brine was added and the product then extracted into a DCM/isopropanol (9:1) mixture (3 times). The combined organic layers were washed with brine, dried (MgSO4) and purified by flash column chromatography (2:1, 40-60 petrol:EtOAc) to give the title compound (657 mg; 57%). 1H NMR (d6-DMSO): 8.17 (IH, d, J4.8), 7.91 (IH, d, J4.8), 7.84 (IH, s), 2.61 (3H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, and friends who are interested can also refer to it.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; PRICE, Paul Damien; MIDDLETON, Penny; WO2010/69684; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 3-Bromo-8-chloroimidazo[1,2-a]pyrazine

Example 7-1 : Preparation of N-cyclopropyl-4-[8-(pentylamino)imidazo[1 ,2- a]pyrazin-3-yl]benzamide3-bromo-8-chloro-imidazo[1 ,2-a]pyrazine (intermediate example 1 -1 , 0.15 mmol, 0.75 mL, 0.2M in NMP), 1 -pentanamine (1.5 eq, 0.3 mL, 0.5 M in NMP) and DIPEA (3 eq, 77 mu) were combined in a sealed vial and heated at 160 C under microwave irradiation for 60 min. After cooling, [4-[(cyclopropylamino)carbonyl]phenyl]- boronic acid (1.5 eq, 0.45 mL, 0.5 M in NMP), Pd(dppf)Cl2 (0.1 eq, 400 mu, 0.0375 M in NMP) and potassium carbonate (450 muIota_, 1M in water) were added and the mixture was heated at 160 C under microwave irradiation for 80 min. After cooling, the solution was filtered and subjected to preparative HPLC to give N- cyclopropyl-4-[8-(pentylamino)imidazo[1 ,2-a]pyrazin-3-yl]benzamide (3.8 mg, 7 %): UPLC-MS: RT = = 0.83 min; m/z (ES+) 364.5 [MH+]; required MW = 363.5

The synthetic route of 143591-61-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; JAUTELAT, Rolf; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard; WO2012/80229; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 143591-61-1,Some common heterocyclic compound, 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, molecular formula is C6H3BrClN3, 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 149; The mixed halo-products (3:1 Cl:Br) from Preparative Example 102 (3.67 g, 15.0 mmol), were combined with N,N-dimethyl-m-phenylenediamine.2HCl (4.71 g, 22.5 mmol), i-Pr2NEt (15.7 mL, 90.2 mmol), and NMP solvent (75 mL). The reaction was heated in an oil bath at 160 C. for 18 hours. The reaction was cooled and concentrated under vacuum. The crude material was purified by column chromatography; 2 columns using a gradient of 20% EtOAc/Hexanes increasing to 50% EtOAc/Hexanes. The product 149 was isolated in 95% purity as determined by 1H NMR (400 MHz DMSO-d6,) 9.36 (s, 1H), 7.77 (s, 1H), 7.74 (d, J=4.4 Hz, 1H), 7.54 (d, J=4.8 Hz, 1H), 7.47 (m, 1H), 7.42 (t, J=2.0 Hz), 7.09 (t, J=8.0 Hz, 1H), 6.40 (dd, J=8.0 Hz, 2.0 Hz, 1H), 2.87 (s, 6H). Product was isolated in 77% yield, 3.83 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, its application will become more common.

Reference:
Patent; Schering Corporation; US2007/117804; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, 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 143591-61-1, SDS of cas: 143591-61-1

A mixture of compound 102 (2.00 g, 8.6 mmol), conc. aqueous NH4OH (60 mL) and 2-propanol (6 mL) was stirred in a closed pressure vessel at 85 C. for 3 days. The reaction mixture was cooled to 25 C., diluted with water (120 mL) and stirred at 25 C. for 10 minutes. The resulting heterogeneous solution was filtered, the solid was washed with water (3×) and air dried overnight. This gave compound 108 as a beige solid 1.50 g (82%). 1H-NMR (400 MHz, DMSO-d6) delta 7.66 (s, 1H), 7.56 (d, 1H), 7.35 (d, 1H), 7.1 (bs, 2H).

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, 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Corporation; US2007/105864; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, molecular formula is C6H3BrClN3, 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. SDS of cas: 143591-61-1

[00274] 3-(Trifluoromethyl)phenol (1.57 mL, 12.95 mmol) was added to a suspension of sodium hydride (706 mg, 17.65 mmol – 60% in mineral oil) in anhydrous DMF (30 mL) and the resulting mixture was stirred for 40 minutes. A solution of 3-bromo-8-chloroimidazo[l,2- ajpyrazine (2.731 g, 11.75 mmol) in anhydrous DMF (30 mL) was added to the reaction mixture and stirred overnight at room temperature. The reaction mixture was diluted with water and the resulting precipitate was filtered off and washed with water and then hexane to give 3-bromo-8-(3-(trifluoromethyl)phenoxy)imidazo[l,2-a]pyrazine (3.4g, 81%) as a white solid. LCMS MH+ 359.8. 1H NMR (d6-DMSO): 8.20 (IH, d, J 4.7), 7.96 (IH, s), 7.64-7.77 (4H, m), 7.52 (IH, d, J4.7).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 143591-61-1, its application will become more common.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; PRICE, Paul Damien; MIDDLETON, Penny; WO2010/69684; (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. 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 143591-61-1

This solid was suspended in 1 : 1 dichloromethane/methanol (150 ml) and treated with solid sodium methoxide (9.8 g, 0.18 mol). The resulting mixture was then stirred at 40C for 2 h. The reaction was cooled, diluted with water (750 ml) then extracted with dichloromethane (600 ml). The organics were dried over anhydrous magnesium sulphate, filtered and concentrated to give 3-BROMO-8- METHOXYIMIDAZO [L, 2-A] PYRAZINE as a white solid (24.5 g, 89% over 2 steps):

The synthetic route of 143591-61-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/41826; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 143591-61-1,Some common heterocyclic compound, 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, molecular formula is C6H3BrClN3, 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 A26 3-Bromo-8-morpholin-4-yl-imidazo[1,2-a]pyrazine Morpholine (2.0 ml, 23.2 mmol) was added to a stirred solution of a mixture 72/28 of 3-bromo-8-chloro-imidazo[1,2-c]pyrazine and 3,8-dibromo-imidazo[1,2-c]pyrazine (intermediate 15) (5.9 g, 11.6 mmol) and DIPEA (1.93 ml, 13.9 mmol) in ACN (54 ml). The mixture was stirred at 80 C. for 7 h. and then the solvent was evaporated in vacuo. The crude product was dissolved in DCM and washed with a saturated solution of sodium carbonate. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 10/90). The desired fractions were collected and evaporated in vacuo and the crude product precipitated from Et2O to yield intermediate 26 (2.79 g, 85%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, its application will become more common.

Synthetic Route of 143591-61-1,Some common heterocyclic compound, 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, molecular formula is C6H3BrClN3, 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.

Intermediate Example 3-1 : Preparation of 3-bromo-8-methylsulfanyl- imidazo[1 ,2-a]pyrazine To a stirred solution of 3-bromo-8-chloro-imidazo[1 ,2-a]pyrazine ( 1 1 .63 g, 50 mmol) in 120 mL NMP is added at -15C under stirring sodium thiomethylate (3.52 g, 50 mmol) After stirring for 4 h the mixture is left to come to rt and stirred overnight. 500 mL of water are added and the light brown solid is filtered off, washed and dried in vaccuo to yield 8.81 (72 %) of the title compound. UPLC-MS: RT = 0.93 min; m/z 245.1 [MH+]; required MW = 244.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, its application will become more common.

Synthetic Route of 143591-61-1, A common heterocyclic compound, 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, molecular formula is C6H3BrClN3, 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.

This solid was suspended in 1 : 1 dichloromethane/methanol (150 ml) and treated with solid sodium methoxide (9.8 g, 0.18 mol). The resulting mixture was then stirred at 40C for 2 h. The reaction was cooled, diluted with water (750 ml) then extracted with dichloromethane (600 ml). The organics were dried over anhydrous magnesium sulphate, filtered and concentrated to give 3-BROMO-8- METHOXYIMIDAZO [L, 2-A] PYRAZINE as a white solid (24.5 g, 89% over 2 steps):

The synthetic route of 143591-61-1 has been constantly updated, and we look forward to future research findings.

Application of 143591-61-1, A common heterocyclic compound, 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, molecular formula is C6H3BrClN3, 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.

If one were to add 0.8 eq of benzylmagnesium bromide, in ether at -78C with 5% Palladium tetrakistriphenylphosphine under Nitrogen, to compound 161a then one would obtain compound 161b after workup using techniques known in the art.

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; SCHERING CORPORATION; WO2009/73777; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem