Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 6905-47-1, name is 2-Amino-6-methoxypyrazine, 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 6905-47-1, Computed Properties of C5H7N3O

To a solution of 6-methoxypyrazin-2-amine (3 g, 24 mmol) in dry DMF (35 mL), N-chlorosuccinimide (3.2 g, 24 mmol) was added. The reaction mixture was stirred at room temperature for 16 h then waspoured into ice and brine (130 mL). The aqueous solution was extracted with ethyl acetate (3 x 120 mL), the organic phase was washed with 5% solution of LiCI, dried over Na2SO4 and evaporated under reduced pressure. The crude was purified by SNAP-340-NH (cyclohexane/ethyl acetate from 95:5 up to 8:2) and by SNAP1 00-Si-OH (eluting with DCM)to afford the title intermediate (1.98 g, 12.5 mmol, 52% yield). LC-MS (M-H) = 160.1

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; MAGARO’, Gabriele; GAROFALO, Barbara; FURLOTTI, Guido; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; (182 pag.)WO2017/211759; (2017); 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. 4949-13-7, name is 2-Fluoropyrazine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 4949-13-7

In a dry flask under argon, 2-fluoropyrazine (1.95 g, 19.9 mmol) and cyclopropanecarbonitrile (1.5 mL, 20. mmol) were dissolved in dry toluene (25 mL). The solution was cooled to 0 C and potassium bis(trimethylsilyl)amide (1.0 M in THF, 20 mL, 20 mmol) was added slowly over 5 min via syringe. The black, opaque reaction mixture was allowed to warm to room temperature and stir for 4 h. The reaction was diluted with H2O (200 mL) and EtOAc (200 mL) and the layers were separated. The aqueous layer was back extracted with EtOAc (2x 100 mL). The combined organic layers were dried over Na2S 04, filtered and concentrated to give a black oil. The oil was purified by flash chromatography (silica, 20- »60% EtOAc/hexanes) to give 849 mg of the title compound as a light yellow oil, m/z 146.17 [M+l]+

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 4949-13-7.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/70485; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 51171-02-9, name is Methyl 3-Bromo-2-pyrazinecarboxylate, 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. category: Pyrazines

A solution of 3-bromopyrazine-2-carboxylic acid methyl ester (0.10 g, 0 45 mmol), 2- t?tylsulfanylethylamine (0 29 g, 0 90 mmol), and triethylamine (0.OS mL, 0.44 mmol) in acetonitrile (5 mL) was heated to reflux for 18 h under argon. The mixture was concentrated under reduced pressure and purified by column chromatography (3:1 Hex. EtOAc), yielding 0.058 g (28%) of the desired product. 1H NMR (400 MHz1 CD2CI2) delta 7.95 (s, 1H), 8.44 (s, 1 H), 8.31 (s, 1H), 7 57.18 (m, 15H), 4 20 (s, 3H), 3.36(t, 2H), 2.50 (t, 2H).

The synthetic route of Methyl 3-Bromo-2-pyrazinecarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/49681; (2006); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5900-13-0, 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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Toa solution of 5-bromo-3-methoxypyrazin-2-amine (500 mg, 2.45 mmol) in pyridine(5 mL) at room temperature was added 3-chlorophenyl)methanesulfonyl chloride(552 mg, 2.45 mol) over 5 min. The mixture was stirred 10 mins, the pyridineevaporated, then DCM (60 mL) and water (10 mL) was added. The phases wereseparated and the organic phase was washed with brine (5 mL), dried (Na2SC>4),the mixture filtered and the filtrate evaporated to dryness to afford an orangeoil which was chromatographed on silica (Heptane: EtOAc 1 :1) to afford thetitle compound as a light brown solid (483 mg, 48%); m z=393.7, 395.7 (MH)+.

The synthetic route of 5-Bromo-3-methoxypyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (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

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 63744-22-9 as follows. Recommanded Product: 63744-22-9

Intermediate Example 16-Bromo-8-(methylsulfanyl)imidazo 1 ,2-a]pyrazineA mixture of 61 .0 g (220 mmol) 6,8-dibromoimidazo[1 ,2-a]pyrazine (CAS 63744- 22-9), 610 mL methanol and 30.2 g sodium methanethiolate was stirred at 23 C for 16 hours, poured into 6 L water and cooled until a precipitate had formed. The product was filtered off and dried at 60C to give 38.5 g (72%) of the title compound which was used without further purification.

According to the analysis of related databases, 63744-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; KOPPITZ, Marcus; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard; PRECHTL, Stefan; NGUYEN, Duy; SCOTT, William; WO2011/113862; (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. 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Chloropyrazine-2-carbonitrile

3-chloropyrazine-2-carbonitrile (32 g) was dissolved in 300 ml of acetic acid and 14 g of Raney nickel in 50% slurry,Slowly add to the above solution, pass 4.5 bar of hydrogen, and stir overnight at room temperature.Filtered through diatomaceous earth, and the filtrate was spin-dried. The ethyl acetate was taken with water to obtain a solid. The solid was dissolved in 50 C ethyl acetate.A hydrogen chloride gas was passed into the ethyl acetate solution, and a solid was precipitated, filtered, and the filter cake was washed with ethyl acetate.Drying under vacuum at 50 C gave 23 g (3-chloropyrazin-2-yl) methylamine.hydrochloride.

According to the analysis of related databases, 55557-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Andikang (Wuxi) Biological Technology Co., Ltd.; Zhu Xiaoyun; Jiang Weiping; (34 pag.)CN110563733; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 138588-41-7, 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. 138588-41-7 name is Pyrazine-2-carboximidamide hydrochloride, 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.

A solution of 1-(4,5-difluoro-2-methoxy-phenyl)piperidin-4-one (250 mg, 1.03 mmol) andDMFDMA (1 mL) in acetonitrile (9 mL) was heated with stuffing at 90 C for 2 hrs. The reactionmixture was concentrated in vacuo and the residue was dissolved in EtOH (lOmL). To the solution was added pyrazine-2-carboxamidine hydrochloride (160 mg, 1.01 mmol) and potassium carbonate (279 mg, 2M2 mmol), After being heated with stirring at 90 C overnight, the reaction mixture was cooled to rt and purified by prep-HPLC to give 6-(3,4-difluoro-5-methoxy-phenyl)-2-pyrazin-2-yl-7 ,8-dihydro-5H-pyrido [4,3-d]pyrimidine (30 mg). ?H NMR (400MHz, CDC13): oe 9.75 (s, 1H), 8.81 (s, 1H), 8.78-8.70 (m, 2H), 6.50-6.38 (m, 2H), 4.42 (s, 2H), 3.95 (s, 3H), 3.65 (t, 2H), 3.31 (t, 2H). MS obsd. (ESf?) [(M+H)]: 356.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); 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. 109-08-0, name is 2-Methylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Product Details of 109-08-0

General procedure: The preparation of co-crystals 1e3 was conducted through solutioncrystallization experiments. Co-crystal 1 was obtained usingthe following procedure: MP (0.25 mmol, 23.5 mg) and 4-HIPA(0.5 mmol, 91.1 mg), in a 1:2 stoichiometric ratio, were dissolvedin separate beakers in 15 mL of methanol, and subsequently combinedtogether. The resulting solutionwas left to evaporate at roomtemperature. Two weeks later, colorless block-like co-crystals of 1were obtained. (yield87percent, based on 2-methylpyrazine). Elementalanalysis for co-crystal 1, Anal. Calcd. (percent): C, 55.03; H, 3.96; N, 6.11.Found: C, 54.96; H, 3.98; N, 6.17. IR (KBr pellet, cm1): 3435, 2918,2517,1682,1588,1441,1400,1360,1281,1244,1225,1174,1067,1040,934, 806, 775, 690, 633, 566, 519.

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wen, Gao-Ju; Gu, Lian-Shuai; Sun, Bai-Wang; Journal of Molecular Structure; vol. 1150; (2017); p. 96 – 102;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4858-85-9, 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. 4858-85-9, name is 2,3-Dichloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2,3-dichloropyrazine (I-94) (45 g, 300 mmol) in NuEta3·Eta20 (1000 mL) was stirred at 120 C in a 2 L autoclave overnight. The mixture was filtered, and the filter cake was washed with water (400 mL) and CH2CI2 (400 mL), and dried in vacuum to afford 2-amino-3-chloropyrazine (I-95) (36.85 g, 94%) as a gray solid, which was used directly 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, 2,3-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem