Tag: M.W=100-200

These common heterocyclic compound, 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, 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. name: Ethyl imidazo[1,2-a]pyrazine-2-carboxylate

To a well stirred suspension of the ester obtained from step-1 (10 g, 52.3 mmol) in dioxane (400 ml) was added lithium borohydride (2 eqv) at 25 C. and the resulting reaction mixture was allowed to stir at the same temperature for 10 minutes. It was then warmed to 60 C. and kept at this temperature for 20 minutes (. Higher temperature and more reaction time reduce the yield and quality of reaction). Reaction mixture was then cooled to 0 C., acidified with 1N HCl and dioxane was completely evaporated under reduced pressure. Residue was taken in dichloromethane (200 ml), TEA (4eqv) and Boc-anhydride (1.2 eqv) was added to it and the resulting reaction mixture was allowed to stir at 25 C. for 16 hrs. Organic layer was washed with water and brine and finally dried over sodium sulfate. Evaporation of organic layer gave the crude product which was purified by column chromatography (70% ethyl acetate in hexane). Yield: 27%

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

Reference:
Patent; GRUENENTHAL GmbH; US2009/186899; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

98-97-5, name is Pyrazine-2-carboxylic acid, 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. Formula: C5H4N2O2

General procedure: The N-hydroxysuccinimide esters of pyrazinecarboxylic acidand (S)-(+)-ibuprofen were prepared by dissolving the starting acid(0.200 g, 1.0 equiv) in dry tetrahydrofuran and setting to stir at 0C. N-Hydroxysuccinimide (1.0 equiv) was added followed by N,N0-dicyclohexylcarbodiimide (1.0 equiv). The mixture was warmedto room temperature and stirred for 24 h. The N,N?-dicyclohexylureawas removed by filtration and the filtrate was concentratedto afford a solid that was purified by column chromatography..

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

Reference:
Article; Bakas, Nicole A.; Schultz, Chad R.; Yco, Lisette P.; Roberts, Christopher C.; Chang, Chia-en A.; Bachmann, Andre S.; Pirrung, Michael C.; Bioorganic and Medicinal Chemistry; vol. 26; 2; (2018); p. 401 – 412;,
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Reference of 21279-62-9,Some common heterocyclic compound, 21279-62-9, name is 3-Chloropyrazine-2-carboxamide, molecular formula is C5H4ClN3O, 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: The starting compound (1.27 mmol) was treated with 18 aliphatic amines, alicyclic amines or saturated heterocycles containing at least one nitrogen atom (2.54 mmol). Four reactions were completed by conventional heating methods. The conditions were 110 C, toluene as a solvent and pyridine (1.27 mmol) as a base. The reaction time was set to one hour. Then the reactions were completed using the microwave reactor with focused field and conditions used for syntheses were 140 C, 30 min,120 W, methanol used as a solvent and pyridine (1.27 mmol) as a base. They were set experimentally with respect to prior experience. The progress of reaction was monitored with TLC in system hexane/ethyl acetate (1:1). Then the mixture was separated by flash column chromatograph using gradient elution. Mobile phases were hexane and ethyl acetate again.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloropyrazine-2-carboxamide, its application will become more common.

Reference:
Article; Jandourek, Ondrej; Dolezal, Martin; Kunes, Jiri; Kubicek, Vladimir; Paterova, Pavla; Pesko, Matus; Buchta, Vladimir; Kralova, Katarina; Zitko, Jan; Molecules; vol. 19; 7; (2014); p. 9318 – 9338;,
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Pyrazine | C4H4N2 – PubChem

Synthetic Route of 32974-92-8, 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. 32974-92-8, name is 1-(3-Ethylpyrazin-2-yl)ethanone belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

mixture of 3-ethyl-2-acetylpyrazine (1.50 g, 10 mmol) andsemicarbazide hydrochloride (1.11 g, 10 mmol) in ethanol (30 ml)were stirred for 4 h at room temperature. The white solid wasprecipitated, then filtered and washed three times by cold ethanol.Yield: 1.78 g (86%).

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:
Article; Chen, Hong; Ma, Xiu-Qin; Lv, Yan-Yun; Jia, Lei; Xu, Jun; Wang, Yuan; Ge, Zhi-Jun; Journal of Molecular Structure; vol. 1109; (2016); p. 146 – 153;,
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Related Products of 4774-14-5, These common heterocyclic compound, 4774-14-5, name is 2,6-Dichloropyrazine, 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 tert-butyl azetidin-3 -ylcarbamate hydrochloride (LXIII) (2 g, 9.58 mmol) in dry DMF (19.2 mL) was added DIPEA (8.37 ml, 47.9 mmol). To this mixture was added 2,6-dichloropyrazine (LXIV) (1.428 g, 9.58 mmol) and the reaction was stirred at 95C for 3 h. The reaction was quenched with water (20 mL) and extracted with EtOAc. The organic layer was dried over anhydrous Na2504, filtered and concentrated. The residue was purified by silica gel column chromatography (40 g) (100% hexanes-*hexanes:EtOAc 1:1) to yield tert-butyl (1-(6-chloropyrazin-2-yl)azetidin-3-yl)carbamate (LXV) (2.2882 g, 8.04 mmol, 84 % yield) as a white solid. ESIMS found for C,2H,7C1N402 mlz 285.1 (M+H).

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

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (242 pag.)WO2017/23981; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 233278-56-3, 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 233278-56-3 as follows.

Step 1: tert-Butyl 9-(5,6-dihydro-[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl)-3-azaspiro[5.5]undecane-3-carboxylate Acetic acid (2.34 eq.) was added to a solution of tert-butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate (1.122 mmol, 1 eq.) and 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine (1.14 eq.) in methylene chloride (7 ml). Sodium triacetoxyborhydride (1.4 eq) was then added and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with methylene chloride and sat. NaHCO3 solution. The aqueous phase was washed with methylene chloride (2*20 ml), and the combined organic phases were dried over Na2SO4 and concentrated in vacuo. The crude product was purified by column chromatography (silica, ethyl acetate/ethanol 10:1) to obtain the desired product. Yield: 62%

According to the analysis of related databases, 233278-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gruenenthal GmbH; US2010/249095; (2010); 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 36070-80-1 as follows. Application In Synthesis of 5-Chloropyrazine-2-carboxylic acid

To a solution of 5-chloropyrazine-2-carboxylic acid (500 mg, 3.1 mmol) and methyl-6- aminohexanoate hydrochloride (688 mg, 3.71 mmol) in dichloromethane (15 mL) was added 1 -ethyl-3-(3-dimethylaminopropyl)carbodiimide (71 1 mg, 3.71 mmol, 1.2 equiv). The reaction was allowed to stir for 18 hours at room temperature and was then diluted with dichloromethane (75 mL) and washed with 1 N hydrochloric acid (15 mL). The layers were separated, and the organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, concentrated in vacuo and the residue was purified by flash column chromatography over silica gel (gradient elution with 20%-70% ethyl acetate in heptane) to provide methyl 6-{[(5-chloropyrazin-2-yl)carbonyl]- amino}hexanoate, 20 (378 mg, 43%), as a white solid. LCMS (Protocol E): m/z 308.2

According to the analysis of related databases, 36070-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; DUSHIN, Russell George; ABRAMITE, Joseph A.; CASAVANT, Jeffrey M.; CHE, Ye; FILZEN, Gary Frederick; FLANAGAN, Mark Edward; GILBERT, Adam Matthew; MOINE, Ludivine; O’DONNELL, Christopher John; ROBERTS, Lee; STARR, Jeremy; TUMEY, Lawrence N.; UCCELLO, Daniel P.; YOUNG, Jennifer; (135 pag.)WO2018/25168; (2018); A1;,
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Pyrazine | C4H4N2 – PubChem

Reference of 4430-75-5, The chemical industry reduces the impact on the environment during synthesis 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, I believe this compound will play a more active role in future production and life.

Step A 2-(Octahydro-2H-pyrido[1,2-a]pyrazin-2-yl)acetonitrile 8 g of octahydro-2H-pyrido[1,2-a]pyrazine and 12 ml of acrylonitrile are refluxed for 48 hours in 150 ml of acetonitrile. The solvent is then removed in vacuo to yield 11 g of a pale yellow oil.

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

Reference:
Patent; Goldstein, Solo; Poissonnet, Guillaume; Parmentier, Jean-Gilles; Lestage, Pierre; Lockhart, Brian; US2003/195216; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 6164-79-0,Some common heterocyclic compound, 6164-79-0, name is Methyl 2-pyrazinecarboxylate, molecular formula is C6H6N2O2, 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.

Equimolar quantities (15 mmol) of (2) and the 85% hydrazine monohydrate were dissolved in anhydrous ethanol (25 mL) and vigorously stirred at 80 under oil bath for 4-5 h . The crude was precipitated from the solvent, collected using suction filtration and dried, and followed by recrystallization in ethanol.

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

Reference:
Article; Zhang, Fei; Wen, Qing; Wang, She-Feng; Shahla Karim, Baloch; Yang, Yu-Shun; Liu, Jia-Jia; Zhang, Wei-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 24; 1; (2014); p. 90 – 95;,
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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. 54608-52-5, name is 2-Hydrazinopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Hydrazinopyrazine

2-((3 -(3 ,5-bis(trifluoromethyl)phenyl)- 1-1 ,2,4-triazol- 1 -yl)methyl)acrylic acid (0.2 g, 0.54 mmol) was dissolved in THE (10 mL) and cooled to 0 C. 2- hydrazinopyrazine (0.072 g, 0.65 mmol) followed by T3P (0.7 mL, 1.09 mmol) andDIPEA (0.4 mL, 2.19 mmol) was added dropwise at 0 C and stuffed for 1 h. The reaction mixture was concentrated under reduced pressure to afford 0.3 g of crude product, which was purified by chromatography (0-5% dichloromethane-methanol) to afford 10 mg of2-((3-(3, 5-bis(trifluoromethyl)phenyl)- 1H- 1,2, 4-triazol- 1 -yl)methyl)-N-(pyrazin-2-yl)acrylohydrazide (Yield: 4%). ?H NMR (400 MHz, DMSO-d6, ppm) = 10.34 (s,1H); 8.92 (s, 1H); 8.73 (s, 1H); 8.51 (s, 2H); 8.29 (s, 1H); 7.99 (s, 1H); 7.87-7.93 (m, 2H); 6.14 (s, 1H); 5.74 (s, 1H); 5.19 (s, 2H): LCMS for C18H14F6N70 [M+Hj:calculated 458.33; found 458.19.

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; KATOLIEKE UNIVERSITEIT LEUVEN; SANDANAYAKA, Vincent, P.; SHECHTER, Sharon; DAELEMANS, Dirk; LEEN, Volker; DEHAEN, Wim, Alfons; SHACHAM, Sharon; WO2014/152263; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem