Introduction of a new synthetic route about 122-05-4

Statistics shows that Pyrazine-2,5-dicarboxylic acid is playing an increasingly important role. we look forward to future research findings about 122-05-4.

122-05-4, Name is Pyrazine-2,5-dicarboxylic acid, 122-05-4, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

Pyrazine-2,5-dicarboxylic acid (0.58 g; 3.42 mmol), anhydrous HOBt (0.69 g; 5.13 mmol) and l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.98 g: 5.13 mmol) were added to 5 ml of DCM. 2-(5-(3,4-dichlorophenyl)furan-2-yl)- ethanamine hydrochloride (1.0 g; 3.42 mmol) and DIPEA (0.89 ml; 5.13 mmol) were dissolved in 5 ml of DCM and added dropwise to the previous mixture. The reaction mixture was stirred overnight after which pyrazine-2,5-dicarboxylic acid (0.58 g; 1.59 mmol) and DIPEA (0.60 ml; 3.42 mmol) were added and the mixture was again stirred for 5 h. Anhydrous HOBt (0.69 g; 5.13 mmol), l-(3-dimethylaminopropyl)-3- ethylcarbodiimide hydrochloride (0.98 g: 5.13 mmol) and DIPEA (0.89 ml; 5.13 mmol) were again added to drive the reaction to completion. After overnight stirring the mixture was diluted with 20 ml of DCM and washed with 3×10 ml water. The organic phase was dried over Na2S04, filtered and used as such without further purification.

Statistics shows that Pyrazine-2,5-dicarboxylic acid is playing an increasingly important role. we look forward to future research findings about 122-05-4.

Reference:
Patent; ORION CORPORATION; WOHLFAHRT, Gerd; TOeRMAeKANGAS, Olli; SALO, Harri; HOeGLUNG, Lisa; KARJALAINEN, Arja; KNUUTTILA, Pia; HOLM, Patrick; RASKU, Sirpa; VESALAINEN, Anniina; WO2011/51540; (2011); A1;,
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Share a compound : Methyl 6-chloropyrazine-2-carboxylate

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, 23611-75-8, other downstream synthetic routes, hurry up and to see.

A common compound: 23611-75-8, name is Methyl 6-chloropyrazine-2-carboxylate, belongs to Pyrazines compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 23611-75-8

Step 1 :Preparation of6-(6-chloropyrazin-2-yl)-N2,N?-bis (4,4-dfluorocyclohexyl)-1,3,5-triazine-2,4-diamine. To a mixture of methyl 6-chloropyrazine-2-carboxylate (300mg, 1. 74mmol) and N?,N5-di-(4,4-difluorocyclohexanamine)- biguanide (700 mg, 2.10 mmol)in MeOH (8 mL) was added MeONa (340 mg, 6.28 mmol).The reaction mixture was stirred at r.t. overnight, and then partitioned between EtOAc (30 mL) and 1120(3OmL). The organic layerwas separated, washed with brine (30 mL), dried over anhydrous Na2SO4, and concentrated and purified by standard methods to afford the desired product. ?H NIVIR (400MHz, DMSO-d6) 9.48 – 9.32 (m, 111), 8.93 (d,J811z, 111), 7.92 – 7.59 (m, 211), 4.15 -3.95(m, 211), 2.08 – 1.60(m, 1611).LCMS:m/z 460(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, 23611-75-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; ZAHLER, Robert; CAI, Zhenwei; ZHOU, Ding; WO2015/3640; (2015); A1;,
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Some scientific research about 3-Methylpyrazin-2-amine

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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. 19838-08-5, name is 3-Methylpyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., 19838-08-5

3-Methyl-pyrazin-2-ylamine (2) (109 mg, 1.0 mmol) , benzaldehyde (106 mg, 1.0 mmol) and 3-chloro- phenylisonitrile (138 mg, 1.0 mmol) were dissolved in a mixture of dry methanol (2.0 mL) and trimethyl orthofor- mate (2.0 mL) under argon. The mixture was stirred at 6O0C for 3 hours, then cooled to rt . An analytically pure sample of 3 was obtained from the crude product using preparative HPLC.

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Reference:
Patent; ESBATECH AG; WO2006/131003; (2006); A1;,
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Some tips on 2,5-Dimethylpyrazine

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 123-32-0, and friends who are interested can also refer to it.

123-32-0, 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 123-32-0 as follows.

A method for preparing 5-methylpyrazine-2-carboxylic acid by catalytic oxidation, firstly, diatomaceous earth, manganese chloride, sodium tungstate,Cobalt nitrate and distilled water were added to the reactor at the following element mass ratio: diatomaceous earth: Mn:W:Co:H2O=1:0.09:0.08:0.14:50,Magnetically stirring at room temperature to make it dispersed and uniformly adsorbed, and then removing water by evaporation.Adding a liquid silica sol with a total mass of 5% of the solid sample and kneading it into a small granular sample of 1-2 mm.The mixture was placed in a muffle furnace and calcined in an air atmosphere at 600 C for 5 hours to obtain Mn-W-Co/diatomaceous earth-supported catalyst particles.10 g of Mn-W-Co/diatomaceous earth catalyst particles were packed into a fixed bed microreactor reaction tube, and the reactor was heated to 330 C.The reaction raw material 2,5-dimethylpyrazine was introduced into a fixed bed reaction tube by bubbling with high-temperature steam at 10 ml/min.Oxygen is introduced into the reaction tube separately at 20 ml/min to cause catalytic oxidation of 2,5-dimethylpyrazine in the catalytic bed.The 5-methylpyrazine-2-carboxylic acid is produced and taken out of the reaction tube by water vapor, condensed, crystallized, and collected.Analysis of 5-methylpyrazine-2-carboxylic acid by gas chromatographyThe yield was 75.6%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 123-32-0, and friends who are interested can also refer to it.

Reference:
Patent; Lanzhou University; Dong Zhengping; (6 pag.)CN109369544; (2019); A;,
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Brief introduction of 55557-52-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 55557-52-3, its application will become more common.

Some common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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. 55557-52-3

(90 g, 645 mmol), CH3COOH (1 L) and Raney Ni (20 g) were added to a 2 Lautoclave successively. A reaction was carried out in the autoclave while the reaction solution was stirred under ahydrogen pressure of 1 MPa for 48 hours at atmospheric temperature. After the reaction was completed, the reactionsolution was filtered through diatomite, and a solution of HCl in MeOH (200mL, 6.0N) was used to wash diatomite The filtrate after being concentrated was poured into toluene and the obtained system was stirred, and was thenconcentrated again. The obtained mixture was stirred in MTBE (methyl tert-butyl ether) and was filtered. The filtercake was stirred in MTBE and MeOH and was then filtered to obtain intermediate 2 (40g, yield: 35%) as a brownsolid. LCMS showed a molecular ion peak (M+1) 144.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 55557-52-3, its application will become more common.

Reference:
Patent; Hangzhou Sanyintai Pharmaceutical Technology Co., Ltd.; Yin, Jianming; YIN, Jianming; LV, Yubin; LI, Bangliang; (36 pag.)EP3480199; (2019); A1;,
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The important role of 2,3-Dichloropyrazine

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4858-85-9, 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. 4858-85-9, name is 2,3-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,3-dichloropyrazine (1.2 g, 8.05 mmol) and morpholine (700 mg, 8.05 mmol) in ethanol (10 mL) was refluxed overnight. The mixture was cooled to RT, diluted with ethyl acetate (30 mL) and washed with water (30 mL) followed by brine (40 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography to yield 1.57 g of the desired product; 1H NMR (300 MHz, CDC13) delta 3.46 (t, 7 = 6.9 Hz, 4H), 3.86 (t, 7 = 6.9 Hz, 4H), 7.91 (d, 7 = 2.4 Hz, 1H), 8.12 (d, 7 = 2.4 Hz, 1H).

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Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; DAS, Sanjib; GHARAT, Laxmikant Atmaram; HARDE, Rajendra Laxman; SHELKE, Sandeep Yadunath; PARDESHI, Shailesh Ramesh; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (181 pag.)WO2017/21879; (2017); A1;,
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Some scientific research about 3-Aminopyrazine-2-carboxylic acid

According to the analysis of related databases, 5424-01-1, the application of this compound in the production field has become more and more popular.

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 5424-01-1 as follows. 5424-01-1

General procedure: Used for N-benzyl derivatives 1-8. The starting 3-aminopyrazine-2-carboxylic acid(Sigma-Aldrich, Schnelldorf, Germany; 2.2 g; 15.8 mmol) in methanol (250 mL) was cooled downto 0 C and concentrated H2SO4 (3.2 mL) was added. The reaction mixture was stirred for 48 h atrt. Subsequently the reaction mixture was poured into water (27 mL) and alkalized by NaHCO3(approx. 6.3 g) to pH = 7. The precipitate was filtered off and collected as white-brown solid toobtain methyl 3-aminopryzine-2-carboxylate [32]. Methyl 3-aminopyrazine-2-carboxylate (100 mg;0.65 mmol) in methanol (2 mL) along with substituted benzylamine (1.95 mmol; 3 equiv) and NH4Cl(10 mg; 0.19 mmol; 0.1 equiv) [33] were put into reaction tube used for microwave assisted synthesiswith a magnetic stirrer. Reaction was performed in a CEM Discover microwave reactor with a focusedfield in pressurized vials with the following settings: 130 C, 90 W and 40 min. The progress of thereaction was checked using TLC (Merck Silica 60 F254) developed by in hexane/ethyl-acetate 2:1 system.The reaction mixture was adsorbed to silica gel and purified by flash chromatography (Teledyne IscoInc.,) using silica (irregular, 40-63 m) as a stationary phase and gradient elution EtOAc in hexane0-100%, with respect to the expected lipophilicity of the product.

According to the analysis of related databases, 5424-01-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bouz, Ghada; Semelkova, Lucia; Jand?ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kubi?ek, Vladimir; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 24; 7; (2019);,
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Some tips on 6164-79-0

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 6164-79-0.

These common heterocyclic compound, 6164-79-0, name is Methyl 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. 6164-79-0

The 4- (3-CHLORO-4- (2-PYAZINYLMETHOXY) anilino) -5-fluoroquinazoline used as starting material was obtained as follows: Methylpyrazine carboxylate (8.5g) was stirred in water (200 ml) and sodium borohydride (11.65 g) was added in one portion, resulting in a vigorous exotherm. The reaction mixture was stirred vigorously for 30 minutes, and then ethanol (80 ML) and saturated potassium carbonate (150 ml) were added. The mixture was stirred for 30 minutes and then extracted with ethyl acetate (5 x 150 ml) and DCM (5 x 150 ml). The combined extracts were dried and concentrated to give pyrazin-2-ylmethanol as a yellow oil (5.43 g, 80%), which was used without purification; NMR spectrum (DMSO-D6) 4.65 (s, 2H), 5.57 (br s, 1H), 8.54 (d, 2H), 8.71 (s, 1H).

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 6164-79-0.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/93880; (2004); A1;,
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The origin of a common compound about 3149-28-8

The synthetic route of 3149-28-8 has been constantly updated, and we look forward to future research findings.

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. 3149-28-8, name is 2-Methoxypyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. 3149-28-8

General procedure: A magnetically stirred solution of xanthate (2.0 equiv) and pyrazine (1.0 equiv) in 1, 2-dichloroethane (1.0mmol/mL according to the xanthate) was refluxed for 15min under a flow of nitrogen. Then dilauroyl peroxide (DLP) was added portionwise (20mol % according to the xanthate) every hour until total consumption of one substrate. The reaction mixture was then cooled to room temperature and the solvent was evaporated under reduced pressure. Unless otherwise specified, the crude product was purified by flash chromatography on silica gel.

The synthetic route of 3149-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Qi; Qin, Ling; Zard, Samir Z.; Tetrahedron; vol. 74; 40; (2018); p. 5804 – 5817;,
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Brief introduction of 2,5-Dichloropyrazine

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.

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. 19745-07-4, name is 2,5-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., 19745-07-4

Example 23Preparation of N-(2- ( (JS, 2S)-2-\ 1 -(5 -chloropyrimidin-2-yl)piperidin-4-yl] cyclopropyl } ethyl)-5 -( 1 H- 1 ,2,4-triazol- 1 -yl)pyrazin-2-amine,Step 1: 2-cMoro-5-flH–l.,2,4-triazol-1-yl’)pyrazine.2,5-Dichloropyrazine (298mg, 2.0mmol) and 1,2,4-triazole (145mg, 2.1mmol) were added in DMF (1OmL), then cesium carbonate was added and the reaction was at room temperature over night. Water (2OmL) was added, extracted with ethyl acetate (3OmL), second wash with brine (2OmL). The organic phase was dried by magnesium sulfate, filtered, concentrated and purified by column chromatography through a 25 gram Biotage SNAP KP-Sil.(TM). silica gel cartridge eluting with 22percent ethyl acetate/hexanes to give the title compound as a white solid.LRMS calc: 181.58; obs: 182.21(M+1).

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Reference:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; ADAMS, Alan, D.; SZEWCZYK, Jason, W.; ZHANG, Yong; YANG, Meng; WO2011/19538; (2011); A1;,
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