Month: August 2021

Application of 59489-71-3, A common heterocyclic compound, 59489-71-3, name is 2-Amino-5-bromopyrazine, molecular formula is C4H4BrN3, 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 5-bromo-pyrazin-2-ylamine (0.46 g, 2.6 mmol), NaCN (1.3 g, 26 mmol) and CuCN (2.74 g, 26 mmol) in a nitrogen-purged vial was added DMF (10 mL). The resulting mixture was heated at 120 C. over the weekend. After cooling down to room temperature, DMF was removed under high vacuum. The residue was partitioned between EtOAc and water. The organic extracts were combined, dried and concentrated to give the crude product as a yellow solid (0.296 g, 93%), which was used in the subsequent reaction without further purification.

The synthetic route of 59489-71-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kelly, Martha; Lee, Younghee; Liu, Bin; Fujimoto, Ted; Freundlich, Joel; Dorsey, Bruce D.; Flynn, Gary A.; Husain, Arifa; US2006/270686; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 875781-43-4, A common heterocyclic compound, 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, molecular formula is C6H4BrN3, 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.

2-Bromo-5H-pyrrolo [2,3-b] pyrazine (300 mg, 1.52 mmol) was dissolved in N, N- dimethylformamide (8 mL)Sodium hydride (60%, 91.3 mg, 2.28 mmol) was added under ice bath and stirring continued at this temperature. After 30 min 2- (trimethylsilyl) ethoxymethyl chloride (404 muL, 2.26 mmol ),Stir at room temperature for 12h. Quenched with water (20 mL)The mixture was extracted with dichloromethane (30 mL × 2) and concentrated for column chromatography (eluent: PE / EtOAc (v / v) = 5/1) to give 270 mg of a yellow oil. Yield: 54.3%.

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; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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. Product Details of 5049-61-6

Step A: 5-bromopyrazin-2-amine: To a solution of pyrazin-2-amine (20 g, 210 mmol) in 1.5 L of DCM was added NBS (37.4 g, 210 mmol) at 0 C. The resulting mixture was stirred for 3 hours at 0 C then filtered through CELITE. The filtrate was washed with saturated a2C03 and brine, dried over a2S04 and evaporated to afford a solid. The crude material was purified on silica gel (eluting with 20-40 percent ethyl acetate in hexane) to give 5-bromopyrazin-2- amine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5049-61-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alexander; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda, K.; SUZUKI, Takao; WO2015/100147; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 19847-12-2, 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. 19847-12-2, name is Pyrazinecarbonitrile belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The procedure for the synthesis of the tetrazole 2a is representative. A mixture of sodium azide (0.39 g 0.0060 mol), urea (0.36 g, 0.0060 mol) and water (2.5 mL) was taken in a round-bottom flask and stirred at 60 C for 1 h. Charged benzonitrile 1a (0.5 g 0.0048 mol), acetic acid(0.5 mL) and DMF (2.5mL) at 60 C and heat to 110C stirred for 8 h. After completion of the reaction (as indicated by TLC), the reaction mixture was cooled to room temperature and diluted the reaction mass with water (2.5 mL)and ethyl acetate (5.0 mL) at 25-35 C. Add 5N aqueous hydrochloric acid (2.5 mL) at 25-35 C. Stirred for 20- 30 min, the resultant organic layer was separated and the aqueous layer was extracted with ethyl acetate (2.5 mL). The combined organic layer was washed with 40 % aq.NaCl solution (2.5 mL) and dried over anhydrous Na2SO4 and concentrated to give a crude product, which was isolated using chilled water after 3-4 h maintenance, and eventually filtered off to give 0.67 g (95%) of an off-white solid.

The synthetic route of Pyrazinecarbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yakambram; Jaya Shree; Srinivasula Reddy; Satyanarayana; Naveen; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 59; 5; (2018); p. 445 – 449;,
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. 957344-74-0, name is 5,8-Dibromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5,8-Dibromoimidazo[1,2-a]pyrazine

Step 3 (5-Bromo-imidazo[l,2-a]pyrazin-8-yl)-[6-(4-isopropyl-piperazin-l-yl)-pyridin-3-yl] -amine[00410] To a solution of 5,8-dibromo-imidazo[l,2-a]pyrazme (0 85g, 3 lmmol) in isopropanol are added 6-(4-isopropyl-piperazin-l-yl)-pyridm-3-yl-amme (0 68g, 3 lmmol) and dnsopropylethylamme (0 6mL, 4 6mmol) and the mixture is stirred at 900C for 48 hours The solvent is removed in vacuo and the product taken up in DCM-10% cit?c acid The organic layer is discarded and the aqueous solution basified with sat NaHCO3 (pH 7-8) and extracted using DCM The organic layer is d?ed over MgSO4, filtered and concentrated in vacuo to afford the title compound as a purple solid (0 92g, 71%) HPLC (254nm) Rt 3 30mm (95 8%), m/z 416/418 (M+H)+

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 957344-74-0.

Reference:
Patent; GALAPAGOS N.V.; WO2007/131991; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 939412-86-9, The chemical industry reduces the impact on the environment during synthesis 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, I believe this compound will play a more active role in future production and life.

(3-chloropyrazin-2-yl)methanamine.hydrochloride (5 g, 27.8 mmol) and triethylamine (11.61 mL, 83 mmol) dichloromethane (80 mL) was added acetic anhydride (2.63 mL, 27.8 mmol) and the reaction mixture was stirred at 0C for 30 min. The mixture was filtered and the filtrate concentrated in vacuo. The product was purified using silica gel chromatography (ethylacetate/ethanol = 5/1 v/v%) to give 4.45 g of N-((3-chloropyrazin-2-yl)methyl)acetamide (88%).

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-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MSD Oss B.V.; Man, de, Adrianus, Petrus, Antonius; Sterrenburg, Jan-Gerard; Raaijmakers, Hans C.A.; Kaptein, Allard; Oubrie, Arthur A.; Rewinkel, Johannes, Bernardus, Maria; Jans, Christiaan, Gerardus, Johannes, Maria; Wijkmans, Jacobus C.H.M.; Barf, Tjeerd A.; Gao, Xiaolei; Boga, Sobhana Babu; Yao, Xin; Zhu, Hugh Y.; Cooper, Allen B.; Kim, Ronald M.; EP2548877; (2013); A1;,
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. 6705-33-5, name is Pyrazin-2-ylmethanol, This compound has unique chemical properties. The synthetic route is as follows., Safety of Pyrazin-2-ylmethanol

Step A: 3-chloro-4-(2-pyrazinemethoxyl)-nitrobenzene (compound 22.1).[0168] To a solution of 2-chloro-l-fluoro-4-mtro-benzene (875 mg, 5.0 mmol) in dryAcetone (10.0 ml) was added l.Og Of K2CO3 and 545mg of 2- pyrazinylmethanol(5.0mmol). The reaction mixture was then stirred at 650C overnight. Filtration and concentration gave a solid which was recrystallized to give the desired product as a red solid.

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 6705-33-5.

Reference:
Patent; KANIONUSA INC.; SHEN, Wang; ZHANG, Aimin; FAN, Junfa; ZHENG, Xiaoling; WO2011/2523; (2011); A1;,
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. 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H3ClN2O2

2.3 3-Chloro-pyrazine-2-carboxylic acid{2-[2-(2,5-difluoro-phenyl)-ethoxy]-1-imino-ethyl}-amide; 2-[2-(2,5-Difluoro-phenyl)-ethoxy]-acetamidine hydrochloride (158 mg, 0.631 mmol) was dissolved in DMF (3 ml) and 3-chloro-2-pyrazine-carboxylic acid (100 mg, 0.631 mmol), TBTU (213 mg, 0.662 mmol) and DIPEA (565 mul, 3.15 mmol) were added. The reaction mixture was stirred at ambient temperature for 4.5 h. Then water was added and the mixture was extracted three times with CH2Cl2. The combined organic extracts were washed with water and brine, dried (Na2SO4) and evaporated. The crude title compound (195 mg, brown gum) was used for the next reaction step without further purification. MS: m/e=355.2 [M+H+].

According to the analysis of related databases, 27398-39-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Conte, Aurelia; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Kuehne, Holger; Narquizian, Robert; Panousis, Constantinos G.; Peters, Jens-Uwe; Ricklin, Fabienne; US2008/234277; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-55-1, 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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

1) 5-Methylpyrazine-2-carboxylic acid N-methoxy-N-methylamide Triethylamine (28.9 mL) was added at room temperature to 5-methylpyrazine-2-carboxylic acid (13.0 g), N,O-dimethylhydroxylamine hydrochloride (10.1 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (19.8 g), and 1-hydroxybenzotriazole (14.0 g) in N,N-dimethylformamide (130 mL), followed by stirring for 63 hours. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane – ethyl acetate), to thereby give 5-methylpyrazine-2-carboxylic acid N-methoxy-N-methylamide as a solid product (12.3 g, 72%). 1H-NMR(400MHz,CDCl3)delta:2.63(3H,s), 3.41(3H,s), 3.74(3H,s), 8.46(1H,s), 8.82(1H,s). FAB-MS m/z:182(M+H)+.

The chemical industry reduces the impact on the environment during synthesis 5-Methylpyrazine-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); A1;,
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., HPLC of Formula: C4H3Br2N3

Intermediate 1-01 (2 g, 7.9 mmol) was solved in 2-chlo- roacetone (3 ml). The reaction was heated in a sealed tubeat 90 C. for 16 h. A precipitate appears. Then Et20 was added. The precipitate was filtered off as a salt. The resulting solid was suspended in DCM and treated with an aqueous saturated solution of Na2CO3. The organic phase was extracted, dried (MgSO4), filtered and evaporated to obtainthe intermediate 1-05 (1.2 g of a brown solid, Y: 35%)

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; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); Serrano Marugan, Manuel; Pastor Fernandez, Joaquin; Martinez Gonzalez, Sonia; Ortega Molina, Ana; Bischoff, James R.; Oyarzabal Santamarina, Julen; (220 pag.)US9993554; (2018); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem