Category: 63286-28-2

Application of 63286-28-2,Some common heterocyclic compound, 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, molecular formula is C4H5ClN4, 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.

Intermediate b (5.0 g, 0.034 mol) was added to triethyl orthoformate (50 mL), and the reaction was carried out at 80 C. The reaction time was monitored with a plate. The reaction liquid was directly filtered with cold suction, and the filter cake was washed with petroleum ether. After the cake was dried, 4.8 g of a yellow powder was obtained with a yield of 90.1%.

The synthetic route of 63286-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Xu Shan; Liu Xiaobo; Zhang Qian; Zhou Lingjia; Han Haoyun; Yu Li; Zhou Hualan; Qiu Yufeng; (25 pag.)CN110467616; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, 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. Computed Properties of C4H5ClN4

STEP2 Preparation of N’-(3-chloropyrazin-2-yl)-2,2,2-trifluoroacetohydrazide To a solution of 2-chloro-3-hydrazinylpyrazine (4.50 g, 31.1 mmol) in THF (104 mL) was dropwise added TFAA (5.72 mL, 40.5 mmol) at 0 C. The reaction mixture was stirred at room temperature for 1 hour and MeOH:DCMuenched with water. The mixture was extracted DCM, washed with water, dried over Na2SO4, filtered and concentrated in vacuo to afford N’-(3-chloropyrazin-2-yl)-2,2,2-trifluoroacetohydrazide (2.76 g, 37%) as a yellow solid, which was used for the next reaction without further purification. 1H-NMR (DMSO-d6, 400 MHz): delta 11.6 (1H, s), 9.47 (1H, s), 8.18 (1H, d, J=2.8 Hz), 7.88 (1H, d, J=2.4 Hz).

The synthetic route of 63286-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANDOK INC.; Lee, Jin-Hwa; Kim, Seung-Yong; Kim, Do-Ran; Ahn, Koo-Hyeon; Lee, Gwi-Bin; Kim, Doo-Seop; Hwang, Hyun-Sook; (74 pag.)US2017/204101; (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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 63286-28-2

Step 1 : To a solution of tetrahydrofuran-3-carboxylic acid (1 .0 g, 8.6 mmol) in DMF (15 ml) was added HATU (3.60 g, 9.47 mmol), DIPEA (1 .22 g, 1 .66 ml, 9.47 mmol) and finally 2-chloro-3-hydrazinylpyrazine (1 .37 g, 9.47 mmol). The mixture was stirred for 3 hours at RT. The reaction mixture was poured into sat. aq. Na2CO3 (20 mL) and extracted with ethyl acetate (3×20 mL). The combined organic phases were washed with brine (3×25 mL), dried over MgSO4 and concentrated in vacuo. The crude product was purified by flash chromatography using a gradient of ethyl acetate and heptane to yield 1 .1 g (53%) A/’-(3-chloropyrazin-2-yl)tetrahydrofuran-3- carbohydrazide.

According to the analysis of related databases, 63286-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Product Details of 63286-28-2

(2) To a 100 mL eggplant flask were added 2-chloro-3-hydrazinylpyrazine (370 mg), diisopropylethylamine (1.3 mL), acetonitrile (15 mL), and the above 5-azaspiro[2.5]octane-5-carbonyl chloride (435 mg) under argon gas flow, and the resulting mixture was stirred at 80 C. for 100 minutes. After the reaction was completed, the mixture was concentrated under reduced pressure, the resulting residues were subjected to silica gel chromatography using YAMAZEN medium pressure preparative (Silica L (40 g)), the fractions comprising the target compound (Rf value=0.4 (hexane:ethyl acetate=1:1)) were collected, and concentrated under reduced pressure to give the title compound (330 mg) (yield 47%) as a slightly yellow foam. MS(CI) m/z: 282/284 [M+H]+

The synthetic route of 63286-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; UBE INDUSTRIES, LTD.; NAKAJIMA, Tatsuo; HAYASHI, Norimitsu; ISHIZAWA, Kouhei; TSUZAKI, Yasunori; IWAMURA, Ryo; TSUBOIKE, Kazunari; US2019/185479; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 63286-28-2, The chemical industry reduces the impact on the environment during synthesis 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, I believe this compound will play a more active role in future production and life.

General procedure: To a well-stirred solution of I 2 (0.2 mmol)TBHP (2 mmol,70% in water) K2CO3 (1 mmol) in 1,4-dioxane (10 mL) were added benzaldehyde 1a (1 mmol) and 2-hydrazinopyridine 2a (1 mmol), and then the reaction mixture was stirred at 60 C. After completion of the raction as indicated by TLC (1 h), the reaction mixture was cooled to room temperature. Then the reaction mixture was treated with 10 % Na2S2O3 (20 mL) and extracted with ethyl acetate (10 mL¡Á3). The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified through silica gel column chromatography using a mixture of EtOAc and petroleum ether as eluent to afford the targeted product in 72-97 % yield.

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-Chloro-3-hydrazinylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Yachuang; Yang, Yifeng; Qi, Yinliang; Du, Shimei; Zhang, Yongsheng; Ding, Liang; Zhao, Yanfang; Tetrahedron Letters; vol. 59; 48; (2018); p. 4216 – 4220;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 63286-28-2, The chemical industry reduces the impact on the environment during synthesis 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, I believe this compound will play a more active role in future production and life.

Reference Example 23-2 Preparation of N’-(3-chloropyrazin-2-yl)-2-ethylpiperidine-1-carbohydrazide racemate To a 100 mL eggplant flask were added 2-ethylpiperidine-1-carbonylchloride (509 mg) prepared in the Reference Example 23-3, diisopropylethylamine (1.11 g), acetonitrile (10 mL), and 2-chloro-3-hydrazinylpyrazine (947 mg) under argon gas flow at room temperature, and the resulting mixture was stirred at 80 C. for 1 hour. After the reaction was completed, the reaction solution was concentrated under reduced pressure. The resulting residues were subjected to silica gel chromatography (hexane:ethyl acetate) using YAMAZEN medium pressure preparative (Silica L (40 g)), the fractions comprising the target compound (Rf value=0.70 (ethyl acetate)) were collected, and concentrated under reduced pressure to give the title compound (332 mg) (yield 36%) as a yellow foam. MS(CI) m/z: 284/286 [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, 2-Chloro-3-hydrazinylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; UBE INDUSTRIES, LTD.; NAKAJIMA, Tatsuo; HAYASHI, Norimitsu; ISHIZAWA, Kouhei; TSUZAKI, Yasunori; IWAMURA, Ryo; TSUBOIKE, Kazunari; US2019/185479; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, 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 63286-28-2, Recommanded Product: 2-Chloro-3-hydrazinylpyrazine

[00118] To a 0 0C solution of l-(4-chlorophenyl)cyclobutanecarboxylic acid (105.3 mg, 0.50 mmol) in THF (2 mL) was added 4-methylmorpholine (60.5 muL, 0.55 mmol). The reaction mixture was stirred for 10 minutes, and then isobutyl chloroformate (67.4 muL, 0.52 mmol) was added dropwise over a 2 minute period. Upon completion of addition, the reaction mixture was stirred for 1 h. A solution of Compound IA (72.3 mg, 0.50 mmol) in THF (3 mL) was then added dropwise over a 2 minute period. The resulting mixture was stirred for 10 minutes and then the cooling bath was removed. The reaction mixture was allowed to warm to room temperature where it stirred for 1 h. After this time, water (5 mL) and ethyl acetate (10 mL) were added, and the resulting mixture was stirred for 10 minutes. At the conclusion of this period, the organic phase was separated, dried over Na2SO4, and then concentrated in vacuo. The resulting residue was purified by flash chromatography (SiO2, 0-60% ethyl acetate / hexanes) to afford compound 2A, which was used directly in the preparation of compound 2B set forth below. LC/MS (m/z) = 337 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-3-hydrazinylpyrazine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/130951; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 63286-28-2, The chemical industry reduces the impact on the environment during synthesis 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, I believe this compound will play a more active role in future production and life.

2-Chloro-3-hydrazinylpyrazine C-1 (15.6 g; 108 mmol) is slurried up in (300 ml) THF and cooled down in an ice bath to -5 C. Trifluoroacetic anhydride (17 ml; 118 mmol) is also dissolved in 300 ml THF and dropped slowly to the first solution. After 1 h most of the THF is evaporated, than a small amount of water is added and the mixture is extracted with DCM. The organic phase is dried over MgSO4 and evaporated to dryness. Yield: 100% HPLC-MS: (M+H)+=241/243; tRet=1.31 min; method FSUN2

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-Chloro-3-hydrazinylpyrazine, other downstream synthetic routes, hurry up and to see.

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

Synthetic Route of 63286-28-2, 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. 63286-28-2 name is 2-Chloro-3-hydrazinylpyrazine, 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.

Intermediate B-1 (15.0 g; 104 mmol) is suspended in toluene (135 mL) at ambient temperature. Acetic anhydride (11.1 g; 109 mmol) dissolved in 7.5 mL toluene is slowly added to the suspension. The reaction mixture is stirred at ambient temperature for 2.5 h. The product is isolated by filtration. Yield: 99 % (19.2 g, 103 mmol) ESI-MS: (M+H)+ = 187/189

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-3-hydrazinylpyrazine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TONTSCH-GRUNT, Ulrike; BAUM, Anke; RUDOLPH, Dorothea Ingrid; (85 pag.)WO2019/145410; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 63286-28-2, 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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-3-hydrazinylpyrazine (710 mg, 0.49 mmol) obtained by the method described in WO2008/130951 was dissolved in acetonitrile (12 mL), and 1,1′-carbonyldiimidazole (1.6 g, 9.8 mmol) was added thereto, and then, the resulting mixture was stirred at room temperature for 4 hours. To the reaction mixture, water was added, and the deposited solid was collected by filtration, whereby the title Compound R7 (117 mg, yield: 14%) was obtained. 1H-NMR (400 MHz, DMSO-d6, delta): 13.2 (br s, 1H), 7.93 (d, J=4.0 Hz, 1H), 7.34 (d, J=4.0 Hz, 1H)

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

Reference:
Patent; KYOWA HAKKO KIRIN CO., LTD.; ISHIDA, Hiroshi; MOTOSAWA, Keiichi; MIURA, Yusuke; NAKAI, Ryuichiro; OKADA, Ryoko; TAKAHASHI, Yuichi; (45 pag.)US2016/168125; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem