Tag: M.W=100-200

274-79-3, name is Imidazo[1,2-a]pyrazine, 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. 274-79-3

Step 2: 5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazine Imidazo[1,2-a]pyrazine (250 mg, 2.1 mmol) and palladium on carbon (10%) (55.8 mg, 0.53 mmol) were placed in a pressure resistant bottle and suspended under nitrogen in 0.5M HCl/EtOH. The mixture was stirred under at 45 psi H2 for 16 hrs. LC/MS showed completion. The next day, the reaction mixture was passed through celite cake. The filtrate was concentrated under reduced pressure to afford a tan solid. This was used directly without further purification. MS: [M+H]=124.2; Calc’d for C6H9N3: 123.2.

Statistics shows that 274-79-3 is playing an increasingly important role. we look forward to future research findings about Imidazo[1,2-a]pyrazine.

Reference:
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

98-97-5, A common heterocyclic compound, 98-97-5, name is Pyrazine-2-carboxylic acid, molecular formula is C5H4N2O2, 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.

A solution of pyrazine-2-carboxylic acid (Aldrich, 12.41 g, 0.1 mol) in MeOH (Aldrich, anhydrous, 100 mL) was stirred with H2SO4 (Aldrich, concentrated, 2 mL) at reflux for 6 hours. The reaction mixture was then concentrated and treated with saturated aqueous Na2CO3 solution (20 mL) till pH=8-9. The mixture was extracted with EtOAc (3*100 mL), and the combined extracts were washed with brine (2*20 mL) and dried over MgSO4. The drying agent was removed by filtration. The organic solution was concentrated and dried to give the title compound 1H NMR (300 MHz, CDCl3) delta 4.06 (s, 3H), 8.73 (dd, J=2.4, 1.6 Hz, 1H), 8.79 (d, J=2.4 Hz, 1H), 9.33 (d, J=1.6 Hz, 1H) ppm. MS (DCI/NH3) m/z 139 (M+H)+.

The synthetic route of 98-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2009/306096; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A common heterocyclic compound, 274-79-3, name is Imidazo[1,2-a]pyrazine, molecular formula is C6H5N3, 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. 274-79-3.

The title compound was prepared from imidazo[1,2-a]pyrazine (500 mg, 4.20 mmol, from Step A) and platinum oxide (250 mg) in methanol (50 mL), using a procedure analogous to that described in Example 1, Step B. Concentration gave the title compound (512 mg) as a viscous oil. 1H NMR (500 MHz, CD3OD) delta 3.37 (t, 1H, J=5.5 Hz), 4.18 (t, 2H, J=5.6 Hz), 4.88 (s, 1H), 7.27 (d, J=1.6 Hz, 1H), 7.33 (d, 1H)

The synthetic route of Imidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; Edmondson, Scott D.; Fisher, Michael H.; Kim, Dooseop; Maccoss, Malcolm; Parmee, Emma R.; Weber, Ann E.; Xu, Jinyou; US2015/359793; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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. 33332-25-1.

A mixture of methyl 5-chloropyrazine-2-carboxy- late (1.72 g, 10 mmol), tert-butyl piperazine-1-carboxylate (3.72 g, 20 mmol) and DIPEA (3.87 g, 30 mmol) in 1 ,4-dioxane (20 mE) was stirred at 1000 C. for overnight. The mixture was concentrated to get a residue, which was purified by silica gel to get compound (3.06 g, 95%).

The synthetic route of Methyl 5-chloropyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Regenacy Pharmaceuticals, LLC; van Duzer, John H.; Mazitschek, Ralph; (123 pag.)US2018/141923; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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.

2,3-Dichloropyrazine A-1 (15 g; 100.68 mmol) and hydrazine hydrate 65% (15.509 ml; 201.37 mmol) are dissolved in 45 ml ethanol and stirred for 1 h at 80 C. While cooling down, a precipitate is formed. It is slurred up with a small amount of water and filtered off. It is washed with water and then dried to afford the product. Yield: 93% (13.6 g; 94.07 mmol) HPLC-MS: (M+H)+=145/147; tRet=0.34 min; method FECB5

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENGELHARDT, Harald; US2015/133447; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

55557-52-3, The chemical industry reduces the impact on the environment during synthesis 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, I believe this compound will play a more active role in future production and life.

To a solution of rert-hutyl 4-(ir,4-4-hydroxycyclohexyioxy)piperidine-i -carboxylate (W0201 1127051) (4 g, 13.36 mmol) in THF (10 mL) was added 1 M potassium tert-butoxide solution in THF (16.03 mL, 16.03 mmol) at 0 E/ under nitroger. After stirring for 10 mm, asolution of 3-chioropyrazine-2–earbonitrile (2.051 g, 14.70 mmoi) in THF (6 mL) was added. The reaction mixture was slowly warmed to room temperatuw and stirred for I Ii. The mixture was quenched with water and 1 N HC1 (aq) and extracted with EtOAc. The organic layer was washed with brine, dried with anhydrousMgSO,, fihered, and concentrated under reducedpressure. The residue was purified by silica gel column chromatography to afford the titlecompound (4.80 g, 11.9 mmoi, 89,3%), Exact mass calculated for C21H30N404: 402.2, fOundLCMS m/z =403.2 [M¡ÀHf; ?H NMR (CDCI1, 400 MHz) S ppm 1.46 (s, 9H), 1.46-1.58 (m,4Fl). 1.65-1.72 (m, 2H), 1.75-1.82 (in, 21-1). 1.96-2.05 (in. 2H). 2.10-2.18 (m, 2H), 3.05-3.12(m, ZR), 3.52-3.58 (m, 21-i). 3.73-3.82 (m. 21-1), 5.18-5.25 (m, Hi), 8.22 (d, J= 2.5 Hz, 11-i).8.29 (d, .J= 2,5 Hz. 11-I).

The chemical industry reduces the impact on the environment during synthesis 3-Chloropyrazine-2-carbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; THE UNIVERSITY OF COPENHAGEN; JONES, Robert M.; SCHWARTZ, Thue Walter; KRISTENSEN, Line Vildbrad; MADSEN, Torben Andreas Nygaard; WO2014/74700; (2014); 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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., 36070-80-1

[0109] At 0C, a solution of oxalyl chloride (2.52 g, 0.02 mol) in dichloromethane (10 mL) is dripped dropwise into asuspension of 5-chloropyrazine-2-carboxylic acid (1.56 g, 0.01 mol) and N,N-dimethyl formamide (1 drop) in dichloromethane(100 mL). After being stirred overnight at room temperature, the reaction mixture is evaporated under vacuum,and the trace amount of oxalyl chloride is removed twice by additional dichloromethane (100 mL) azeotropic mixture togive compound (4-2) (1.77 g, 100%).

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; Hangzhou Bensheng Pharmaceutical Co., Ltd.; XU, Rongzhen; XIE, Fuwen; LAI, Hongxi; RONG, Frank; EP2615092; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A common compound: 6705-33-5, name is Pyrazin-2-ylmethanol, 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. 6705-33-5

Step 1 (2-Chloromethyl)pyrazine To a stirred solution of (2-hydroxymethyl)pyrazine (Maury et al. (1982) Bull. Soc. Chim. Belg. 91, 153-162) (0.40 g, 3.6 mmol) in CH2 Cl2 (40 mL) at 0 C. was added thionyl chloride (1.6 g, 13 mmol), dropwise. The mixture was stirred for 18 h at ambient temperature then concentrated under reduced pressure. The residue was partitioned between saturated NaHCO3 (20 mL) and CH2 Cl2 (25 mL). The organic layer was removed and the aqueous phase extracted further with CH2 Cl2 (3*25 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated under reduced pressure. The resulting oil was purified by flash column chromatography, eluding with hexanes; 30% EtOAc, to give the title compound: 1 H NMR (400 MHz, CDCl3) delta 8.76 (s, 1H), 8.58-8.54 (m, 2H), 4.72 (s, 2H) ppm. The compound was converted to its hydrochloride salt for storage.

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, 6705-33-5, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US5939439; (1999); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

55557-52-3, The chemical industry reduces the impact on the environment during synthesis 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, I believe this compound will play a more active role in future production and life.

The starting compound 3-chloropyrazine-2-carboxamide was prepared via partial hydrolysis of the nitrile group of 3-chloropyrazine-2-carbonitrile (Fluorochem, Co., Hadfield, Derbyshire, UK). A mixture of concentrated (30%) hydrogen peroxide (29 mL) and water (195 mL) was prepared and alkalinized with an 8% (w/v) solution of sodium hydroxide to obtain a solution with pH 9. The carbonitrile (104 mmol) was then added portionwise into the heated (50 C) mixture over a period of 30 min. The whole mass was stirred for an additional 2.5 h at 55 C while the pH was periodically monitored and alternatively adjusted to the value of 9 by adding a few drops of 8% NaOH solution. The reaction mixture was cooled in a fridge to initiate crystallization. The crude product was recrystallized from ethanol [27]. The yield of this reaction was approximately 80%.

The chemical industry reduces the impact on the environment during synthesis 3-Chloropyrazine-2-carbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Jandourek, Ondrej; Tauchman, Marek; Paterova, Pavla; Konecna, Klara; Navratilova, Lucie; Kubicek, Vladimir; Holas, Ondrej; Zitko, Jan; Dolezal, Martin; Molecules; vol. 22; 2; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

873-42-7, 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. 873-42-7, name is 2-Amino-3,5-dichloropyrazine, A new synthetic method of this compound is introduced below.

Similar procedure to step 3 of the example 18 was followed to arrive at compound 255 with LC-MS [M+H] -m/z 388.

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; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem