Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 274-79-3, name is Imidazo[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 274-79-3, Recommanded Product: Imidazo[1,2-a]pyrazine

General procedure: Imidazo[1,2-a]pyrazines (0.3 mmol), 2-chlorobenzaldehyde (0.33 mmol, 1.1 equiv.), K2CO3 (0.9 mmol, 3 equiv.), PivOH (30 mol%), Pd(OAc)2 (7.5 mol %), and Xantphos (15 mol %) were added to a 10 mL round-bottomed flask, and then a mixed solvent of 3 mL of DMF and 30 uL of H2O was added. The mixture was stirred under air at 110 C for 24 h. After the reaction was complete, the mixture was washed with water and extracted with ethyl acetate three times. The combined organic layer was dried with anhydrous MgSO4 and filtered. The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography on silica gel using dichloromethane/methanol as the eluent to give the pure product.

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, Imidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mu, Bing; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Chang, Junbiao; Wu, Yangjie; Tetrahedron Letters; vol. 58; 52; (2017); p. 4816 – 4821;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 16298-03-6, 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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2 Synthesis of 3-Aminopyrazine-2-carboxamide (Intermediate 1) A solution of 3-amino-pyrazine-2-carboxylic acid methyl ester (5.0 g, 33 mmol) in concentrated ammonium hydroxide solution (30 mL) was heated at 60 C. for 3 h. The mixture was cooled to RT and the resulting solid filtered. After thoroughly washed with water followed by ether, the title compound was obtained as a brown solid (3.7 g, 82%). 1H NMR (500 MHz, DMSO-d6): delta 8.19 (d, J=2.4 Hz, 1H), 8.07 (br s, 2H), 7.80 (d, J=2.4 Hz, 1H), 7.59 (br s, 2H). MS (ES+): m/z 139 (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, Methyl 2-aminopyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TargeGen, Inc.; US2007/259876; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 54608-52-5, These common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, 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.

General procedure: p-methylbenzenesulfonic acid (1.7 mg, 0.01 mmol) was added to pyrrole-2-carboxaldehyde derivative 3a (50 mg, 0.406 mmol) and 1-(pyrazin-2-yl)hydrazine (44.7 mg, 0.406 mmol) in 1,2-dichloroethane (50 mL). The reaction mixture was refluxing for 4 h. Then, 0.5 ml of NEt3 was added into the mixture. The reaction mixture was stirred for 10 minutes before subsequent addition of BF3*OEt2 (0.5 mL), and the reaction was left stirring at refluxing condition for 4 h. After cooling to room temperature, the reaction mixture was added CH2Cl2 (50 mL) and poured into water (50 mL). The organic phase was isolated and the corresponding water phase was extracted twice with CH2Cl2 (30 mL). Organic layers were combined, washed with water, dried over anhydrous sodium sulfate, filtered. After solvent removal by evaporation, the crude product was purified by silica gel column chromatography (CH2Cl2/n-hexane = 2:1) to afford 2a (51.7 mg, 41%) as yellow solids.

Statistics shows that 2-Hydrazinopyrazine is playing an increasingly important role. we look forward to future research findings about 54608-52-5.

Reference:
Article; Jiang, Xindong; Yue, Shuai; Chen, Kepeng; Shao, Zhumei; Li, Chen; Su, Yajun; Zhao, Jianzhang; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2271 – 2273;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 3149-28-8, A common heterocyclic compound, 3149-28-8, name is 2-Methoxypyrazine, molecular formula is C5H6N2O, 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 solution of lithium 2,2,6,6-tetra-methylpiperidide (2.6 mmol, 0.5 M in THF) at -78 C was added a solution of 2-methoxypyrazine (220 mg, 2.0 mmol) in THF (5 mL). The reaction mixture was stirred at -78 C for 30 min. Ethyl formate (167 mg, 0.18 mL, 2.3 mmol) was added and stirring was continued for 30 min at -78 C. A mixture of hydrochloric acid (35% aq, 1 mL), ethanol (1 mL) and THF (4 mL) was added and the resulting mixture was warmed to room temperature, neutralized with NaHCO3 (satd, 5 mL) and evaporated to near dryness. The residue was extracted with dichloromethane (3×25 mL). The organic extract is dried (MgSO4) and reduced in vacuo. The crude residue was purified by flash column chromatography using n-hexanes/ethyl acetate (3:1) as eluent to give the title compound as a yellow solid (193 mg, 1.4 mmol, 70%); mp 47-49 C (lit.10 mp 66-67 C); numax (neat)/cm-1 2955, 2797, 1710, 1534, 1468, 1365, 1305, 1072, 954, 762; deltaH (400 MHz, CDCl3) 10.27 (1H, s, CHO), 8.37 (1H, d, J 2.4, CH), 8.35 (1H, d, J 2.4, CH), 4.13 (3H, s, Me); deltaC (100 MHz, CDCl3) 190.1 (CHO), 160.5 (C), 145.7 (CH), 137.5 (CH), 136.3 (C), 54.5 (Me); m/z (ESI) 161 (100%, [M+Na]+); HRMS (ESI, [M+Na]+) found 161.0322. [C6H6N2NaO2]+ requires 161.0321.

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

Reference:
Article; Wang, Christy; Sperry, Jonathan; Tetrahedron; vol. 70; 21; (2014); p. 3430 – 3439;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

54013-06-8, name is Ethyl 5-aminopyrazine-2-carboxylate, 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. SDS of cas: 54013-06-8

Chloroacetaldehyde (9.5 mL of a 50 wt% solution in water) was added to a mixture of aminopyrazine (2.00 g, 12.0 mmol), sodium bicarbonate (2.00 g, 23.8 mmol) and absolute ethanol (100 mL). The reaction was heated to 90 C for 16 hours. After cooling to room temperature, the reaction was concentrated and purified by flash chromatography (silica, 0-10% methanol/chloroform) to give pure 1-1 as a tan colored solid. 1 H NMR (400 MHz, CDCI3) delta 9.18 (s, 1 H), 9.01 (d, J= 1.4, 1 H), 7.93 (d, J= 1 .1 , 1 H), 7.84 (s, 1 H), 4.51 (q, J= 7.1 , 3H), 1 .46 (t, J = 7.1 , 4H).

The synthetic route of 54013-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; NOVARTIS AG; CHATTERJEE, Arnab Kumar; NAGLE, Advait Suresh; PARASELLI, Prasuna; LEONG, Seh Yong; ROLAND, Jason Thomas; MISHRA, Pranab Kumar; YEUNG, Bryan KS; ZOU, Bin; WO2014/78813; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 98-97-5,Some common heterocyclic compound, 98-97-5, name is Pyrazine-2-carboxylic acid, molecular formula is C5H4N2O2, 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.

Pyrazinecarboxylic acid (2.72 g, 21.9 mmol) was added to a solution of L- cyclohexylglycine methyl ester (4.13 g, 19.9 mmol) in CH2CI2 (100 ml) at room temperature under N2, forming a white suspension. Triethylamine (6.33 ml, 4.62 g, 45.8 mmol) was added, followed by benzotriazol-l-yloxy-tris-(dimethylamino)- phosphonium hexafluorophosphate (BOP; 9.69 g, 21.9 mmol), which turned the reaction mixture from purple to an orange solution. After two days of stirring at room temperature the reaction mixture was washed two times with 50 ml saturated Na2CC>3, followed by the washing of the aqueous layers with CH2CI2 (2 chi 50 ml). The organic layers were collected and dried with MgSC , followed by concentration in vacuo. Purification by silica gel flash chromatography (c-Hex:EtOAc = 2: 1 with 0.5% triethylamine) afforded 9 (5.28 g, 19.03 mmol, 96%) as a yellow oil that solidified upon standing to give a white solid.[a f = +42.5 (c= 1.13, CHC13); *H NMR (250.13 MHz, CDCI3) delta = 9.39 (d, J= 1.25 Hz, 1H), 8.76 (d, J = 2.5 Hz, 1H), 8.57 (t, J = 1.5 Hz, 1H), 8.25 (d, J = 8.8 Hz, 1H), 4.74 (dd, J= 5.5, 9.3 Hz, 1H), 3.78 (s, 3H), 1.96 (m, 1H), 1.77 (m, 5H), 1.24 (m, 5H); 13C NMR (62.90 MHz, CDCI3): delta= 172.0 (C), 162.8 (C), 147.4 (CH), 144.5 (CH), 144.1 (C), 142.7(CH), 57.0 (CH), 52.3 (CH3), 41.2 (CH), 29.7 (CH2), 28.4 (CH2), 26.0 (CH2); IR (neat): v^cm ) = 3374 (m), 2920 (s), 2845 (w), 1740 (s), 1665 (s); HRMS (ESI, 4500 V): m/z calcd. for Ci4Hi9N303Na+ ([M + Na]+) 300.1319, found 300.1319.

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

Reference:
Patent; VERENIGING VOOR CHRISTELIJK HOGER ONDERWIJS, WETENSCHAPPELIJK ONDERZOEK EN PATIENTENZORG; RUIJTER, Eelco; ORRU, Romano; ZNABET, Anass; POLAK, Marloes; TURNER, Nicholas; WO2011/103932; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 21279-64-1, 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. 21279-64-1 name is 5-Chloropyrazine-2-carboxamide, 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.

5-[18F]F-PZA was synthesized via a halogen exchange reaction, similar to the method used tosynthesize 5-F-PZA (Fig 2). 2960 MBq (80 mCi) of aqueous [18F]fluoride in ddH2O was purchasedfrom PETNET Solutions Inc. The [18F]fluoride was placed in a vial containing Kryptofix2.2.2 (5 mg, 13 mumol) and potassium carbonate (1 mg, 7 mumol) and the solution was thendried by azeotropic distillation. The solid residue was then re-solubilized with 0.2±0.3 mL ofacetonitrile containing 1±2 mg 5-chloropyrazinamide (5-Cl-PZA). The reaction mixture washeated in a securely capped 2 mL reaction vial at 105C for 8 min, and subsequently quenchedwith 0.8 mL water. The reaction mixture was filtered through a vented 0.22 um Millipore filterusing a 1 mL syringe and then purified by HPLC with an isocratic mobile phase of 8% acetonitrile/92% 0.02Maqueous ammonium acetate with 5% acetic acid (Phenomenex Luna PFP,250 × 10, 5 mum, 4 mL/min). The radioactive product eluted at the same retention time as the5-F-PZA standard (10 to 12 min). The solvent was removed by rotary evaporation. The residuewas re-solubilized in sterile phosphate buffered saline and the pH of the solution was adjustedto 7.4 by the addition of 2M NaOH. The solution was filtered through an Acrodisc 13 mmsyringe filter equipped with a 0.2 mum Supor membrane (Pall Corporation) into a sterile vial.Radiochemical purity was determined by reverse-phase analytical HPLC (Phenomenex PFP,250 × 4.6, 5 mum, 1 mL/min, 8% acetonitrile/92% 0.02Maqueous ammonium acetate with 5%acetic acid mobile phase).

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

Reference:
Article; Zhang, Zhuo; Ordonez, Alvaro A.; Smith-Jones, Peter; Wang, Hui; Gogarty, Kayla R.; Daryaee, Fereidoon; Bambarger, Lauren E.; Chang, Yong S.; Jain, Sanjay K.; Tonge, Peter J.; PLoS ONE; vol. 12; 2; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6705-33-5, name is Pyrazin-2-ylmethanol, A new synthetic method of this compound is introduced below., SDS of cas: 6705-33-5

General procedure: Freshly prepared Ag2O (2.20 mmol) was added at room temperature to a solution of pyridin-2-ylmethanol (1.00 mmol) and 2-iodopropane (2.20 mmol) in 1,4-dioxane (10 mL) and stirred for 24 h. The reaction mixture was filtered through a Celite bed and washed with ethyl acetate. Filtrate was concentrated under vacuum.The resulting material was purified by flash chromatography on a Biotage instrumentusing 4-g flash cartridge and eluted with 12-15% ethyl acetate in hexane to give isopropyl picolinate (2) (65% yield).

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:
Article; Patil, Vikas S.; Reddy, M. Rajendar; Pal, Shyam Sundar; Sharma, Somesh; Reddy, L. Krishnakanth; Synthetic Communications; vol. 44; 14; (2014); p. 2121 – 2127;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 274-79-3, name is Imidazo[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 274-79-3, Recommanded Product: 274-79-3

Step 1 The indole obtained [1,2-A] pyrazine (10g, 0.08mmol) was dissolved in 100mL of ethylene glycol monomethyl ether, was added 5% palladium on carbon (2G), quickly replaced with hydrogen three times, at room temperature (20-25 ) The reaction was stirred, TLC detection reaction process, the reaction is complete after 30 hours, suction filtered through celite pad, and the filtrate was concentrated by rotary evaporation and purified by column chromatography by chromatography to give 5,6,7,8- hydrogen-imidazo [1,2-A] pyrazine 7g, the the yield of about 68%

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; shanghai bide pharmatech co. ltd; LI, JINFEI; HUANG, LIANGFU; LI, XINLING; WANG, MINGXIA; (5 pag.)CN103864799; (2016); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 89123-58-0,Some common heterocyclic compound, 89123-58-0, name is 5-Bromopyrazine-2,3-diamine, molecular formula is C4H5BrN4, 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 solution of 50 mg (0.27 mmol) of 5-bromopyrazine-2,3-diamine in 2 mL of a 10: 1 solution of methanol/acetic acid was added 0.046 mL (0.40 mmol) of glyoxal solution (40 wt. % in water) and the resulting solution was stirred at 50 0C for 4 h. The reaction mixture was cooled to ambient temperature, diluted with 10 mL of ethyl acetate and washed with saturated aqueous sodium bicarbonate solution, and saturated aqueous brine (5 mL each). The organic phase was then dried over anhydrous sodium sulfate, filtered, and evaporated in vacuo to yield the title compound as a tan crystalline solid which was used without further purification. LC/MS 211.1, 213.1 (M+ 1, M+3).

The synthetic route of 89123-58-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/39325; (2006); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem