Category: 24241-18-7

Application of 24241-18-7, 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. 24241-18-7, name is 2-Amino-3,5-dibromopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of Intermediate tert-butyl (5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)carbamate Step A: 3,5-dibromopyrazin-2-amine to 5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine [0183] To a solution of 3,5-dibromopyrazin-2-amine (125 g, 494 mmol), TEA (207.0 mL, 1483 mmol), and copper (I) iodide (0.941 g, 4.94 mmol) in THF (1255 mL) is added PdCl2(PPh3)2 (3.47 g, 4.94 mmol). The reaction mixture is cooled at about -5-0 C. and a solution of (trimethylsilyl)acetylene (65.0 mL, 470 mmol) in THF (157 mL) is added dropwise over about 15 min. The reaction mixture is stirred at about -5-0 C. for about 1.5 h and then allowed to warm to room temperature (RT) overnight. The reaction mixture is then filtered through a CELITE pad and washed with THF until no further product eluted. The filtrate is concentrated under reduced pressure to give a brown-orange solid. The solid is triturated and sonicated with warm petroleum ether (b.p. 30-60 C., 400 mL), cooled to RT, collected, washed with petroleum ether (b.p. 30-60 C.; 2×60 mL), and dried to give 5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine (124 g, 93%, 93% purity) as a brown solid: LC/MS (Table 1, Method b) Rt=2.51 min; MS m/z: 270, 272 (M+H)+.

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, 2-Amino-3,5-dibromopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; Voss, Jeffrey W.; Camp, Heidi S.; Padley, Robert J.; US2015/118229; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 24241-18-7,Some common heterocyclic compound, 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, molecular formula is C4H3Br2N3, 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.

To a suspension of 2-amino-3,5-dibromopyrazine (2 g, 7.91 mmol) in water (25 mL) was added 2-bromo-1,1-dimethoxyethane (0.96 mL, 8.15 mmol, 1.03 equiv.) and the reaction mixture was heated at 100C for 2h. The reaction mixture was then cooled down to r.t. and the resulting precipitate was collected by filtration and dried under reduced pressure overnight to afford the title product as a beige solid (2 g, 7.22 mmol, 91 %) that was used without further purifi25 cation. ESI-MS: 275.95/277.95/279.95 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-3,5-dibromopyrazine, its application will become more common.

Reference:
Patent; SELVITA S.A.; BOBOWSKA (NEE WITKOWSKA), Aneta; GALEZOWSKI, Michal; NOWAK, Mateusz; COMMANDEUR, Claude; SZEREMETA-SPISAK, Joanna; NOWOGRODZKI, Marcin; OBARA, Alicja; DZIELAK, Anna; LOZINSKA, Iwona; DUDEK (NEE SEDLAK), Marcelina; JANIGA, Anita; REUS, Jacek; WRONOWSKI, Marek; ZASTAWNA, Magdalena; RADZIMIERSKI, Adam; SWIRSKI, Mateusz; ZACHMANN, Julian; FABRITIUS, Charles-Henry; PORTER, Rod; FOGT, Joanna; (276 pag.)WO2019/2606; (2019); 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. 24241-18-7, name is 2-Amino-3,5-dibromopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 24241-18-7

The compound 3,5-dibromo-2-aminopyrazine 1a (20.0 g, 106 mmol) was added to aqueous ammonia (100 mL), and the reaction mixture was reacted at 110 C overnight, and the reaction was monitored by LCMS.Pour the reaction system into water (300 mL), extracted with ethyl acetate (500mLx2), the combined organic phases were saturated brine (200mL), dried over anhydrous sodium sulfate and concentrated.The crude product by column (v / v, petroleum ether / ethyl acetate = 30: 1-2: 1) to give the title compound 1b (9.0g, 47.8mmol), 60% yield

The synthetic route of 24241-18-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Qiang; Qu Minkai; Zhang Linli; Song Jinqian; Liu Lei; Chen Haiji; Liu Qiang; Wang Yijin; Ge Jian; (67 pag.)CN109535164; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Amino-3,5-dibromopyrazine

The compound 3,5-dibromo-2-aminopyrazine 1a (20.0 g, 106 mmol) was added to aqueous ammonia (100 mL), and the reaction mixture was reacted at 110 ° C overnight, and the reaction was monitored by LCMS.Pour the reaction system into water (300 mL), extracted with ethyl acetate (500mLx2), the combined organic phases were saturated brine (200mL), dried over anhydrous sodium sulfate and concentrated.The crude product by column (v / v, petroleum ether / ethyl acetate = 30: 1-2: 1) to give the title compound 1b (9.0g, 47.8mmol), 60percent yield

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 24241-18-7.

Reference:
Patent; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Qiang; Qu Minkai; Zhang Linli; Song Jinqian; Liu Lei; Chen Haiji; Liu Qiang; Wang Yijin; Ge Jian; (67 pag.)CN109535164; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 24241-18-7, 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. 24241-18-7 name is 2-Amino-3,5-dibromopyrazine, 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.

General Procedures; 6,8-Dibromo-imidao[1,2-a]pyrazine; A mixture of 2-Amino-3, 5-dibromopyrazine (72.0 g, 285 mmol) in ethanol (1.1 L) was stirred at room temperature and treated with bromoacetaldehyde diethylacetal (97 mL, 640 mmol), water (72 mL) and concentrated hydrobromic acid (72 mL). The reaction was heated at reflux for five hours, then cooled slowly to room temperature over 16 hours. The resulting white precipitate was then filtered, resuspended in dichloromethane (2 L) and basified with aqueous sodium carbonate solution. After vigorous mixing, the organic phase was separated, dried over MgS04 and concentrated in vacuo, to give a pale yellow solid. Purification of the crude solid was achieved by suspending it in diisopropyl ether (500 mL) and stirring vigorously for one hour. The resulting suspension was filtered to give the title compound (A) as a pale yellow solid (74.5 g, 95 percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-3,5-dibromopyrazine, and friends who are interested can also refer to it.

Reference:
Patent; BIOFOCUS DISCOVERY LIMITED; WO2005/85252; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 24241-18-7, 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 24241-18-7 as follows.

To an aqueous (10 kg) solution of 3,5-dibromopyrazine-2-amine (1018 g, 4.03 mol), 2-bromo-1,1-dimethoxyethane (1.79 kg, 4.14 mol) was added at room temperature and stirred for 2 hours while heating under reflux. To the reaction solution, water (15.3 kg) and sodium hydrogen carbonate (744 g) were added and further stirred for 15 minutes. The resultant solid substance was obtained by filtration to obtain the titled compound (1106 g, 3.99 mmol, 99%) as a brown solid substance.1H-NMR (400 MHz, DMSO-d6) delta 7.90 (s, 1H), 8.23 (s, 1H), 9.02 (s, 1H).

According to the analysis of related databases, 24241-18-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Oncotherapy Science, Inc.; US2012/59162; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 24241-18-7, The chemical industry reduces the impact on the environment during synthesis 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, I believe this compound will play a more active role in future production and life.

(a) Add 2-amino-3,5-dibromopyrazine (10 g, 39.54 mmol, 1 eq) to a 100 mL autoclaveAnd ammonia (50 mL, commercially available),Raise the temperature to 130 C under nitrogen protection conditions and carry out the reaction overnight (10 to 12 hours);Cooling, suction filtration,The obtained solid was vacuum dried to give 5.0 g of Compound II.

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, 2-Amino-3,5-dibromopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhou Derivative Biological Technology Co., Ltd.; Liu Ke; (6 pag.)CN108395436; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 24241-18-7, These common heterocyclic compound, 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, 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.

To a stirred suspension of 2-amino-3,5-dibrompyrazine (427 g, 1688mmol) in water (6.4 L) / THF (482 mL), at rt was added bromacetaldehyde-diethylacetal (998 g, 5065 mmol) in one portion. After stirring under reflux for 4 h, the clear orange solution was stirred for an additional 15 h at rt. The suspension was filtered, and the remaining solid was washed with MeOH (2 L) and dried in vaccuo at 60 C to yield 6,8-dibromo-imidazo[1 ,2-a]pyrazine as an off-white solid (500 g, 107% with residual MeOH): 1H-NMR (300 MHz, d6-DMSO): delta =9.02 (s, 1 H), 8.23 (d, 1 H), 7.89 (d, 1 H) ppm. UPLC-MS: RT = 0.80 min; m/z 277.9 [MH+]; required MW = 276.9.

Statistics shows that 2-Amino-3,5-dibromopyrazine is playing an increasingly important role. we look forward to future research findings about 24241-18-7.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SIEMEISTER, Gerhard; BADER, Benjamin; WENGNER, Antje, Margret; MUMBERG, Dominik; KOPPITZ, Marcus; KLAR, Ulrich; KROEMER, Guido; VITALE, Ilio; JEMAA, Mohamed; WO2014/20041; (2014); 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 24241-18-7 as follows. name: 2-Amino-3,5-dibromopyrazine

Step 1. 3-amino-6-bromopyrazine-2-carbonitrileA mixture of NaCN (140 mg, 2.85 mmol) and copper (I) cyanide (255 mg, 2.85 mmol) in anhydrous DMF (13 mL) was stirred at 120 C. for 20 min under an atmosphere of N2. To the resulting clear solution was added drop-wise a solution of 3,5-dibromopyrazin-2-amine (from Aldrich; 800 mg, 3.16 mmol) in DMF (4.8 mL) and stirring was continued at 120 C. The reaction was held at 120 C. for 40 h at which time LCMS analysis indicated complete conversion. The reaction was cooled to ambient temperature and partitioned between water and EtOAc, the phases were separated and the aqueous phase was washed with additional EtOAc. The combined organic phase was washed with water followed by brine, then dried over MgSO4 and concentrated in vacuo to provide the crude product, 597.1 mg, which was used without any further purification.

According to the analysis of related databases, 24241-18-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); 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 24241-18-7 as follows. Recommanded Product: 24241-18-7

Reference ASynthesis of 2-bromo-5H-pyrrolo[2,3-b]pyrazineStep 1To a 500 ml three necked round bottom flask, 3,5-dibromopyrazine-2-amine (25.0 g,0.0988 mole) was taken in acetonitrile (250 ml). The reaction mixture was cooled to 0 C and triethylamine (50.0 g, 0.4941 mole), copper (1) iodide (2.26 g, 0.0119 mole), and Pd (PPh3)4 (5.7 g, 0.0049 mole) were added under nitrogen atmosphere. The reaction mixture was stirred for 10 min at 0 C followed by slow addition of trimethylsilylacetylene (10.7g, 0.1089 mole) over 15 min at the same temperature. After completion of the addition, the reaction mixture was warmed up to RT and stirred for 90 min.The completion of the reaction was monitored on TLC using hexanes: ethyl acetate (5:5) as a mobile phase. After completion of the reaction, the reaction mixture was diluted by ethyl acetate and filtered through high flow. Filtrate was collected and washed with water. Layers were separated and aq. layer was re-extracted by ethyl acetate. Attorney Docket No. 11913-1008Combined organic layer was dried over Na2S04, filtered and concentrated to afford crude product which was subjected for the column purification. The crude compound was purified using column purification by eluting the compound with 7-10 % ethyl acetate in hexanes to yield 20.0 g of 5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine.

According to the analysis of related databases, 24241-18-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; GOLDSTEIN, David Michael; BRAMELD, Kenneth Albert; VERNER, Erik; WO2012/158785; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem