Month: March 2021

Some common heterocyclic compound, 15707-23-0, name is 2-Ethyl-3-methylpyrazine, molecular formula is C7H10N2, 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. Recommanded Product: 2-Ethyl-3-methylpyrazine

A mixture of 2-methyl-3-ethylpyrazine (22.35g, 183mmol), selenium dioxide (30g, 270mmol), and diatomaceous earth (30g) in dioxane (250ml) was heated at reflux for 18 hours. The mixture was allowed to cool and the solid material removed by filtration through diatomaceous earth. The filter pad was washed with methanol several times and the volatiles removed from the combined filtrate by evaporation. The residue was purified by chromatography on silica gel eluting with EtOAc/hexanes (0:100 increasing in polarity tol5:85) to give 3-ethylpyrazine-2-carboxaldehyde (3.0g, 12%); NMR Spectrum 1.22 (t, 3H), 3.19 (q, 2H), 8.78 (s, IH), 8.80 (s, IH), 10.10 (s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15707-23-0, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/100461; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 274-82-8,Some common heterocyclic compound, 274-82-8, name is [1,2,4]Triazolo[4,3-a]pyrazine, molecular formula is C5H4N4, 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 [l ,2,4]triazolo[4,3-a]pyrazine (1.50 g) in MeOH ( 150 mL) was added Pt02 ( 1.10 g) and 10% Pd/C (0.46 g) at rt. The suspension was stirred under H2 at room temperature for 16 h and filtered. The filtrate was concentrated in vacuo andthe residue was chromatographed with a silica gel column to give the title compound (0.18 g, 1 1.54 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 125.1 (M+l ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route [1,2,4]Triazolo[4,3-a]pyrazine, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 4774-14-5,Some common heterocyclic compound, 4774-14-5, name is 2,6-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

Example 11 3, 5-DICHLORO-2-METHYLPYRAZINE To a solution of n-butyllithium (3.8 mL, 2.5M in hexane, 9.4 mmol) in THF (40mL) cooled to – 30 C under nitrogen was added 2,2, 6,6-tetramethylpiperidine (1.7 mL, 10.1 mmol). This solution was allowed to warm to 0 C over 20 min. and was then cooled TO-70C. A solution of 2,6-dichloropyrazine (1 g, 6.7 mmol) in THF (40 mL) was added dropwise and the resulting brown solution stirred at-70C for 30 min. LODOMETHANE (4.1 mL, 67 mmol) was then added and the solution stirred at-70C for a further 45 min after which time a mixture of ethanol (5 mL), THF (5 mL) and 1N HCl (1 mL) was added. The solution was allowed to warm to room temperature and was concentrated under reduced pressure. The residue was dissolved in H20 (50 mL) and the product extracted into dichloromethane (3 x 30 mL). The combined organic layers were washed with H2O (50 mL) and brine (50 mL) and dried (NA2SO4). The organic layer was concentrated in vacuo and the residue purified by column chromatography eluting with dichloromethane-hexane (1: 1) to separate the product as a clear motile oil (820 mg). ‘H-n. m. r. (CDC13) 82.65 (s, 3H, CH3), 8.41 (s, 1H, pyraz.-H).

The synthetic route of 4774-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOPIA PTY LTD; WO2004/52868; (2004); 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 22047-25-2 as follows. COA of Formula: C6H6N2O

Preparation 4 1-Pyrazin-2-yl-ethylamine The synthetic procedure used in this preparation is outlined below in Scheme E. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dichloromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

According to the analysis of related databases, 22047-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chen, Li; Feng, Lichun; Yang, Minmin; Dillon, Michael Patrick; Lai, Yingjie; US2010/152203; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 55557-52-3, 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. 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : Preparation of 1 ‘ -(4-Methoxybenzyl)-l H-pyrazolo[3 ,4-b] pyrazin-3-amine(Exp-5-g23[0104] Into a vessel containing 50 mL ethanol was added 1.0 g of 3-chloropyrazine-2- carbonitrile (Exp-5-g22, 7.2 mmol), 1.1 g PMBNHNH2 (7.3 mmol) and 1.9 g K2C03 (14.2 mmol). The reaction mixture thus provided was heated to reflux and refluxing was continued for 6 hours, then the mixture was cooled to ambient temperature, filtered and the solid was washed sequentially with 10 mL H20 and 10 mL of methanol and dried yielding 1.0 g Exp-5-g23 (calculated yield 56%).

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-Chloropyrazine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP; ADDEX PHARMA S.A.; LIVERTON, Nigel; JONES, Philip; BOLEA, Christelle; CELANIRE, Sylvain; TANG, Lam; BOUDOU, Cedric; LEI, Zhiyu; LIU, Fuqing; LUO, Yunfu; DONG, Jingchao; SOLL, Richard; WO2013/60029; (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. 109-08-0, name is 2-Methylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 109-08-0

General procedure: 2-aminophenyl ketones 1 (0.3 mmol), methylazaarenes 2 (0.6 mmol), NH4OAc (0.6 mmol), CuCl2 (20 mol %), TFA (50 mol %), DMF (2.0 mL) were added to a 25mL Schlenk tube under O2 atmosphere with magnetic stirrer bar. The reaction mixture was stirred at 120 _C (oil bath temperature) for 24 h. After the reaction was finished (monitored by TLC), the mixture was cooled to room temperature, quenched with solution of NaHCO3 (10 mL) and extracted with EtOAc (3 _ 10 mL). The combined organic layers were dried over anhydrous MgSO4 and the solvent was removed under vacuum. The crude product was purified by column chromatography (EtOAc/hexanes) on silica gel.

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 109-08-0.

Reference:
Article; Liang, En; Wu, Yinrong; Chen, Jiewen; Xiong, Wei; Zhao, Jinwu; Yao, Xingang; Tang, Xiaodong; Tetrahedron; vol. 75; 52; (2019);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 33332-28-4, 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 33332-28-4 as follows.

4. 2-Chloro-3-bromo-6-aminopyrazine and 2-amino-3-bromo-6-chloropyrazine A solution of 2-chloro-6-aminopyrazine (20 g, 0.15 mole) in chloroform (1940 ml) was stirred at -5 C. to 0 C. N-Bromosuccinimide (27.58 g, 0.15 mole) was added in portions maintaining the temperature between -5 and 0 C. The mixture was warmed to room temperature and stirred for 3.50 hrs. The mixture was then washed with aqueous saturated sodium bicarbonate (1*300 ml), then water (1*500 ml), dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated down in vacuo. The residue was purified by ‘flash chromatography’ using chloroform as the eluent. Yield of 2-chloro-3-bromo-6-aminopyrazine 13.89 g (43%), M.p. 146-147 C. Yield of 2-amino-3-bromo-6-chloropyrazine 4.90 g (15%), M.p. 124-125 C.

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Glaxo Wellcome, Inc.; US6255307; (2001); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 313340-08-8, The chemical industry reduces the impact on the environment during synthesis 313340-08-8, name is 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, I believe this compound will play a more active role in future production and life.

Preparation Example 39 To a mixture of 3-nitrophenyl disulfide (2 g) and N,N-dimethylformamide (60 mL) was added potassium carbonate (1.79 g), followed by stirring at room temperature for 2 minutes, and then 3,5-dichloro-6-ethylpyrazine-2-carboxamide (3.14 g) and formaldehyde sodium sulfoxylate (2.3 g), and water were added thereto, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, and the precipitated solid was collected by filtration, washed with water and diisopropyl ether, and then dried under reduced pressure to obtain 3-chloro-6-ethyl-5-[(3-nitrophenyl)sulfanyl]pyrazine-2-carboxamide (3.9 g) as a white solid.

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, 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTELLAS PHARMA INC.; Matsuya, Takahiro; Kondoh, Yutaka; Shimada, Itsuro; Kikuchi, Shigetoshi; Iida, Maiko; Onda, Kenichi; Fukudome, Hiroki; Takemoto, Yukihiro; Shindou, Nobuaki; Sakagami, Hideki; Hamaguchi, Hisao; US2014/323463; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 32974-92-8, The chemical industry reduces the impact on the environment during synthesis 32974-92-8, name is 1-(3-Ethylpyrazin-2-yl)ethanone, I believe this compound will play a more active role in future production and life.

(1) 10 mmol of 2-acetyl-3-ethylpyrazine was dissolved in 20 ml of methanol,Stirring at 60 C for 15 min to prepare a solution;(2) taking 10 mmol of thiosemicarbazide dissolved in 20 ml of methanol,Then, the solution prepared in the step (1) is dropped into a methanol solution containing thiosemicarbazide,The reaction was stirred under reflux at 60 C for 24 h to give a pale yellow precipitate.After the reaction, the mixture was cooled to room temperature, poured into a beaker and evaporated, and the resulting precipitate was filtered.Washed 3 times with absolute ethanol, after drying, the ligand L1;Yield: 79.6%,

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, 1-(3-Ethylpyrazin-2-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangxi Normal University; Yang Feng; Cai Meiling; Li Wenjuan; Liang Hong; (15 pag.)CN109796497; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 313340-08-8, 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. 313340-08-8, name is 3,5-Dichloro-6-ethylpyrazine-2-carboxamide belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Compound D1Ra (100 mg, 0.455 mmol), A1Rf (109 mg, 0.499 mmol) and DIPEA (117 mg, 0.909 mmol) were dissolved in 1,4-dioxane (3 mL) in a sealed tube, the reaction mixture was heated to 130 C. and stirred for 16 hours. The LCMS indicated the reaction was complete, the reaction mixture was concentrated in vacuo, the residue was purified via column chromatography (DCM/MeOH=30:1) to afford D1Rb (150 mg, yield 82%) as light yellow solid. 1H NMR (DMSO-d6, 400 MHz) delta 10.93 (s, 1H), 8.21 (s, 1H), 7.98 (s, 1H), 7.14 (d, J=2.0 Hz, 1H), 6.93-6.82 (m, 2H), 4.23 (dd, J=10.8 Hz, 2.8 Hz, 1H), 3.90 (dd, J=10.4 Hz, 9.2 Hz, 1H), 3.66 (d, J=11.2 Hz, 1H), 3.05-2.95 (m, 1H), 2.89-2.74 (m, 4H), 2.65-2.55 (m, 1H), 2.22 (s, 3H), 2.13-2.03 (m, 1H), 1.68 (dd, J=10.4 Hz, 10.0 Hz, 1H), 1.24 (t, J=7.4 Hz, 3H). MS m/z 403.2 [M+H]+, 405.2 [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, 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Innogate Pharma Co., Ltd.; ZHANG, Hancheng; LIU, Shifeng; YE, Xiangyang; (92 pag.)US2019/308993; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem