Category: 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. 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

Electric Literature of 143591-61-1, 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.

EXAMPLE 50;Tert-butyl 4-(3-(2-fluoro-4-(methylsulfonyl)phenylamino)imidazo[l,2- a]pyrazin-8-yl)piperazine-l-carboxylateStep 1: Tert-butyl 4-(3-bromoimidazo[l,2-a]pyrazin-8-yl)piperazine-l-carboxylate[0382] A mixture of tert-butyl piperazine-1-carboxylate (9.7 mmol) and 3- bromo-8-chloroimidazo[l,2-a]pyrazine (4.3 mmol) in 10 mL DMSO was heated to 100 0C for 45 minutes. The reaction mixture was cooled down to room temperature, and quenched with water. The mixture was rinsed into a seperatory funnel and extracted with ethyl acetate (3×50 mL). Combined organics were washed with water, brine and dried over Na2SO4, filtered and concentrated in vacuo to give tert-butyl 4-(3-bromoimidazo[l,2-a]pyrazin-8-yl)piperazine-l-carboxylate as tan solid (1.5 g).

The synthetic route of 3-Bromo-8-chloroimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); A2;,
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, Recommanded Product: 3-Bromo-8-chloroimidazo[1,2-a]pyrazine

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

Reference of 143591-61-1, These common heterocyclic compound, 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, 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.

3-bromo-8-chloroimidazo [1,2-a] pyrazine (1.33 g, 5.7 mmol),1- (2-methoxyethyl) -1H-pyrazole-4-amine (0.96 g, 6.8 mmol) was added to 15 mL of n-butanol,The temperature was raised to 120 C and reacted overnight.The solvent was removed by rotary evaporation, diluted with 30 mL of water, and extracted with ethyl acetate (20 mL * 3). The organic phases were combined,It was washed with 20 mL of saturated brine, dried over anhydrous sodium sulfate, and concentrated.Separation through a silica gel column gave 1.45 g of a pale yellow solid with a yield of 76%.

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

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Xing Qingfeng; Ai Yixin; (85 pag.)CN110272426; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 143591-61-1, 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.

To a solution of 3-bromo-8-chloro-imidazo[l,2-a]pyrazine (4.0 g, 18.2 mmol) in DMF (16 ml.) MeSNa (1.52 g, 21.8 mmol) is added and stirred at 70 0C for 2h. After this time the solution is allowed to cool, poured into 16ml_ of water, stirred for 30 minutes and the solid obtained filtered off and washed with water (3 x 5OmL). The product, 3-Bromo-8-methylsulfanyl- imidazo[l,2-a]pyrazine was obtained as a beige solid (3.21 g, 72.3 %).

The synthetic route of 3-Bromo-8-chloroimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOFOCUS DPI LIMITED; WO2009/24585; (2009); A2;,
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, Formula: C6H3BrClN3

To a solution of compound 2 (example 1, step 2) (80 mg, 0,28 mmoi) in THE (5 mL) was added NaH (22 mg, 0.56 mmoi, 60 wt% in oil) at RI. The mixture was stirred at RT for 30 minutes, then the product from step 1 (81 rng, 0.35 mmoi) was added. The mixture was heated to 60C for 3 hours. After cooling to RT, the mixture was poured into water (5 mL) and extracted with EtOAc (5 niL x 3). The combined organic layer was washed with brine, driedover MgSO4, filtered and concentrated in vacuo. The residue was purified by Prep.?FIPLC to afford the title compound (70 mg) as a white solid. LRMS mz (M+H) 482.1, 484.1 found, 482.1,484.1

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; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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.

Add 3-bromo-8-chloroimidazo [1,2-a] pyrazine (1.33 g, 5.7 mmol), 1-methyl-1H-pyrazole-4-amine (0.66 g, 6.8 mmol)And triethylamine (1.15 g, 11.4 mmol) were added to 15 mL of n-butanol, and the temperature was raised to 120 C. and reacted overnight.The solvent was removed by rotary evaporation, diluted with 30 mL of water, and extracted with ethyl acetate (20 mL * 3). The organic phases were combined,It was washed with 20 mL of saturated brine, dried over anhydrous sodium sulfate, and concentrated.1.25 g of a pale yellow solid was isolated on a silica gel column with a yield of 75%.

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; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Xing Qingfeng; Ai Yixin; (85 pag.)CN110272426; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products 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 2 2-(3-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-ethanol 3-Bromo-8-chloro-imidazo[1,2-a]pyrazine (0.70 g, 3.0 mmol) (from Example 1 supra) was stirred in nBuOH (10 mL) and ethanolamine (0.22 mL, 3.65 mmol) followed by Hunig’s base (1.04 mL, 6.0 mmol) Reaction mixture was then heated at 100 C. overnight. The mixture was concentrated to dryness and water was added (150 mL) followed by a saturated aqueous solution of NaHCO3 (50 mL). The reaction was then extracted with EtOAc (3*20 mL) and the organic phases were combined, washed with water (2*20 mL), dried over MgSO4 and concentrated to dryness to give 2-(3-bromo-imidazo[1,2-a]pyrazin-8-ylamino)-ethanol. (Yield 0.59 g, 77%). 1H (400 MHz; DMSO-d6) delta 3.52-3.56 (2H, m), 3.58-3.62 (2H, m), 4.79 (1H, t, J=5.4 Hz), 7.42 (2H, d, J=5 Hz), 7.56 (1H, d, J=5 Hz), 7.66 (1H, s).

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; Luk, Kin-Chun; Soth, Michael; US2012/238564; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 143591-61-1, 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. 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate Example 7-1 : Preparation of 3-bromo-N-(2- methylpropyl)imidazo[ 1 ,2-a]pyrazin-8-amineTo a stirred solution of 3-bromo-8-chloro-imidazo[1 ,2-a]pyrazine which was prepared according to intermediate example 2-1 (4 g, 17.2 mmol) in THF (54 mL) was added 4.9 mL isobutylamine (3.77 g, 51.6 mmol, 3 eq) and 7.2 mL TEA (5.22 g, 51.6 mmol, 3 eq) in one portion at rt and the mixture was heated at 140C in a microwave tube. Purification by flash chromatography yielded 4.45 g (91 %) of the title compound. 1H-NMR (300 MHz, d6-DMSO): delta = 7.64 (d, 1 H), 7.61 (s, 1 H), 7.48 (d, 1 H), 7.36 (d, 1 H), 3.24 (dd, 2H), 1.96 (m, 1 H), 0.85 (d, 6H) ppm. UPLC-MS: RT = 0.84 min; m/z 270.2 [MH+]; required MW = 269.2.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-8-chloroimidazo[1,2-a]pyrazine. I believe this compound will play a more active role in future production and life.

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

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 143591-61-1 as follows. Product Details of 143591-61-1

To a solution of compound 102 (13.0 g, 55.9 mmol) in DMSO (150 mL) was added sodium methanethiolate (4.70 g, 67.08 mmol) as a DMSO solution (100 mL) at room temperature. The reaction mixture was stirred at 100 C. for 16 hours. The mixture was cooled to 25 C. and added to a brine solution (300 mL), and extracted with 10% IPA/dichloromethane (300 mL, 3×). The combined organic layer was dried over anhydrous sodium sulfate and concentrated. Purification by column chromatography (SiO2, ethyl acetate/hexanes (1:1)) afforded compound 103 as a yellow solid 10 g (70%). 1H-NMR (400 MHz, DMSO-d6 delta 8.15 (d, 1H), 7.88 (d, 1H), 7.83 (s, 1H), 2.6 (s, 3H).

According to the analysis of related databases, 143591-61-1, the application of this compound in the production field has become more and more popular.

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