Tag: M.W=100-200

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. 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., 113305-94-5

Synthesis 1C (S)-tert-Butyl 2-((2-(5-cyanopyrazin-2-ylamino)-5-(trifluoromethyl)pyridin-4-carboxylate S)-tert-Butyl 2-((2-chloro-5-(trifluoromethyl)pyridin-4-ylamino)methyl)morpholine-4- carboxylate (4.67 g, 1 1.8 mmol), 2-amino-5-cyanopyrazine (1.98 g, 16.5 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.86 g, 0.94 mmol), rac-2,2′- bis(diphenylphosphino)-1 ,1 ‘-binaphthyl (0.54 g, 0.87 mmol) and caesium carbonate (7.69 g, 23.6 mmol) were suspended in anhydrous dioxane (108 ml_) under argon. Argon was bubbled through the mixture for 30 minutes, after which the suspension was heated to 100C for 29 hours. The reaction mixture was cooled and diluted with dichloromethane, then absorbed onto silica gel. The pre-absorbed silica gel was added to a 340 g KP-Sil SNAP column which had been equilibrated with 20% ethyl acetate in hexane. Column chromatography, eluting with a gradient of 20-35% ethyl acetate in hexane, gave partially purified material as an orange gum. This was further purified by column chromatography, eluting with 20% ethyl acetate in dichloromethane, to give the title compound as a light tan powder (3.28 g, 58%). H NMR (500 MHz, CDCI3) delta 1.49 (9H, s), 2.73-2.86 (1 H, m), 2.94-3.07 (1 H, m), 3.26- 3.31 (1 H, m), 3.38-3.43 (1 H, m), 3.57-3.61 (1 H, m), 3.70-3.75 (1 H, m), 3.83-4.08 (3H, m), 5.31 (1 H, broad s), 7.12 (1 H, s), 8.13 (1 H, s), 8.23 (1 H, s), 8.57 (1 H, s), 8.87 (1 H, s). LC- MS (Agilent 4 min) Rt 2.90 min; m/z (ESI) 480 [MH+].

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:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; COLLINS, Ian; MATTHEWS, Thomas Peter; FARIA DA FONSECA MCHARDY, Tatiana; OSBORNE, James; LAINCHBURY, Michael; WALTON, Michael Ian; GARRETT, Michelle Dawn; WO2013/171470; (2013); A1;,
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. 14508-49-7, name is 2-Chloropyrazine, A new synthetic method of this compound is introduced below., Safety of 2-Chloropyrazine

[Referential Example 33] 2-Hydrazinopyrazine; [Show Image] Hydrazine monohydrate (21.80 g) was added to a solution of 2-chloropyrazine (10.44 g) in ethanol (65 ml) at room temperature, and the mixture was heated under reflux for 17 hours. After cooling with air, the reaction solvent was evaporated under reduced pressure, and benzene was added to the residue, then the insoluble content was’ removed by decantation. After evaporation of the benzene solution under reduced pressure, hexane was added to the resulting solid, and the product was collected by filtration to give the title compound (4.67 g, 47%). 1H-NMR (400 MHz, CDCl3)delta: 7.89 (1H, d, J = 2.7 Hz), 7.99-8.05 (1H, m), 8.20 (1H, d, J = 1.5 Hz). ESI-MSm/z: 111 (M+H)+.

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:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); 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. 22047-25-2, name is Acetylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: Acetylpyrazine

The synthetic procedure used in this preparation is outlined below in Scheme D. 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 dicholromethane 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.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Broka, Chris Allen; Hawley, Ronald Charles; US2010/324056; (2010); A1;,
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. 32587-10-3, name is 3-Aminopyrazine-2-carboxamide, A new synthetic method of this compound is introduced below., Quality Control of 3-Aminopyrazine-2-carboxamide

To a stirred solution of 3-aminopyrazine-2-carboxamide (1 g, 7.24 mmol, prepared according to International Patent Application Publication No. W0201 1054922) and NaOAc (200mg, 2.44 mmol) in HOAc (15 mE) was added Br2 (0.45 mE) dropwise at 0C for 1 hour, and then it was stirred at 50C for 8 hours. After the mixing, it was poured into ice-water and filtrated, the crude product of 3-amino-6-bromopyrazine-2-carboxamide as brown solid (1.5 g, yield: 95%) was obtained. ?H-NMR (DMSO-d6, 400 MHz) 8.30 (s, 1H), 7.93 (s, 2H), 7.66 (s, 2H). MS (M+H):217/219.

The synthetic route of 32587-10-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); 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. 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 4430-75-5

1-fluoro-2-nitrobenzene (1.2 g, 8.56 mmol),Octahydro-1H-pyrido[1,2-a]pyrazine (1.0 g, 7.13 mmol), N,N-diisopropylethylamine (1.9 mL, 10.7 mmol) was added to N,N-dimethyl In formamide (20 mL),The reaction was heated to 90 C under nitrogen for 4 hours.After completion of the reaction, the mixture was cooled to room temperature, and the reaction mixture was diluted with water (80 mL)The organic phases were combined and washed successively with water (50 mL) and brine (50 mL).Dry over anhydrous sodium sulfate, and distill off the solvent under reduced pressure.The resulting crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate (V: V) = 5: 1) to give further title compound (yellow oil, 1.74g, 93.4%).

The synthetic route of 4430-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Du Changfeng; Zhang Yingjun; (29 pag.)CN108409729; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 186534-02-1,Some common heterocyclic compound, 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, molecular formula is C8H10N2O, 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: Take 3,5,6-trimethylpyrazine-2-carbaldehyde (0.15 g, 1 mmol),Dissolved in 10mL of absolute ethanol,10 mL of a solution of substituted acetophenone (1 mmol) in ethanol was added dropwise.Stir for 5 min under ice bath conditions.Add 2.4 mL of 20% NaOH solution dropwise.Ice bath reaction for 0.3h,TLC detects the reaction completely,Add 10% dilute hydrochloric acid to adjust the pH to 5,Add 100mL of water,Filter under reduced pressure,The target compound is obtained by rapid column chromatography.Further, it was subjected to double solvent recrystallization in methanol-water to obtain the target compound Z1-Z16.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5,6-Trimethylpyrazine-2-carbaldehyde, its application will become more common.

Reference:
Patent; Shandong University; Liu Xinyong; Zou Jinmi; Zhan Peng; (14 pag.)CN108484511; (2018); A;,
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. 43029-19-2, name is 3-Aminopyrazin-2(1H)-one, A new synthetic method of this compound is introduced below., Computed Properties of C4H5N3O

General procedure: The pyrazin-2(1H)-one base (11a, 14, 19, 20, 21 or 23) (2 mmol)was added in 1,1,1,3,3,3-hexamethyl-disilazane (HMDS, 10 mL) andheated at 120 for 3 h. Then, the solvent was removed in vacuo asmuch as possible and the obtained residue was dissolved or suspendedin DCM (15 mL), followed by the addition of sugar donor (B or C,2.4 mmol, 1.2 eq.). SnCl4 (2.0 mmol, 1.0 eq.) was added dropwise to thesolution in an ice bath and the reaction mixture was stirred overnight atrt. The solution was diluted with DCM (50 mL), washed with water(20 mL×2), dried over Na2SO4 and concentrated in vacuum. Thecrude residue was purified by silica gel column chromatography to giveintermediates 24a-24e and 27a-27c, which were subsequently treatedwith K2CO3 (2 mmol, 2 eq.) in MeOH (15 mL) to give nucleosides 25 a-25e and 28a-28c.

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; Guo, Shuang; Xu, Mingshuo; Guo, Qi; Zhu, Fuqiang; Jiang, Xiangrui; Xie, Yuanchao; Shen, Jingshan; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 748 – 759;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 109838-85-9, The chemical industry reduces the impact on the environment during synthesis 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, I believe this compound will play a more active role in future production and life.

Preparation 13: [(lS2RV3-arnino-l-(315-Muoro-bemyl)-2-hydroxy-propyl]-carbarnic acid t-butyl ester Step A: (2S,5RV2,5-dihvdro-3,6-dimethoxy-5-isopropyl-2-(3,5-dMuoro)benzylpyrazine(TR.)-2,5-dihydro-3,6-dirnethoxy-2-isopropylpyrazine (9.2 g, 50 mmol) was dissolved in THF (100 mL), to which n-BuLi (4M in THF, 15 mL) was then added at -78 °C, followed by addition of difluorobenzyl chloride (9.72 g, 60 mmol). After the reaction was complete, NH4Cl was added to the reaction mixture which was then extracted with EtOAc. The organic extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc: n-Hex = 1/1) to afford the title compound (12.4 g, 80percent).

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, (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG LIFE SCIENCES, LTD.; WO2009/38411; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 186534-02-1, A common heterocyclic compound, 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, molecular formula is C8H10N2O, 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.

10052] In 10 mL of methanol was dissolved 2,4-dimeth- ylphenylhydrazide hydrochloride (1.72 g, 10 mmol). To the solution, 3,5,6-trimethylpyrazine-2-carbaldehyde (1.50 g, 12 mmol) was added with an ice-bath under the protection of N2. After the mixture was stirred for 10 mm, a lot of brick red precipitate showed and the reaction was then complete. The mixture was filtered through a suction funnel, and the brick red solid was transferred to a vacuum oven to be dried for using directly in the next reaction step of the reaction. The red brick intermediate (3.04 g, 10 mmol) was dissolved in 25 mL of methanol, and 1.68 ml of anhydrous triethylamine and 1.7 ml of trifluoroacetic anhydride were added respectively with an ice-bath under the protection of N2, and the reaction was run for 30 minutes. The reaction was monitored by TLC till completion. The resulting material was extracted with Ethyl acetate, dried over anhydrous Na2504, separated by a silica gel colunm (ethyl acetate:petroleum ether=1 :3) to get T-006 as a light yellow solid (3.25 g, 89.3%). ESI-MS: [M+H] mlz 365.1. ?H-NMR (CDC13, 300 MHz) oe: 2.1 (s, 3H), 2.42 (s, 3H), 2.46 (s, 3H), 2.54 (s, 3H), 2.85 (s, 3H), 7.08 (d, j=7.05 Hz, 1H), 7.24 (d, J=7.21 Hz, 1H), 7.25 (s, 1H), 7.55 (s, 1H); Anal.

The synthetic route of 186534-02-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GUANGZHOU MAGPIE PHARMACEUTICALS CO., LTD.; WANG, Yuqiang; CHEN, Haiyun; ZHANG, Zaijun; ZHANG, Gaoxiao; YU, Pei; SUN, Yewei; SHAN, Luchen; TAO, Liang; US2018/346430; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 274-79-3, 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 274-79-3 as follows.

Imidazo[1,2-a]pyrazine (420 mg, 3.53 mmol) was dissolved in acetonitrile (10 mL).N-bromosuccinimide (691 mg, 3.88 mmol) was added thereto, and the mixture was reacted at room temperature overnight.After the reaction is completed, a saturated sodium hydrogencarbonate solution is added thereto.Extract with dichloromethane, dry the organic phase with anhydrous sodium sulfate, filter, and then dry the solvent.The residue was purified by silica gel column chromatography to give a yellow solid,619mg.

According to the analysis of related databases, 274-79-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Pharmaceutical Group Co., Ltd.; Wan Huixin; Li Chunli; Shi Chen; Liu Haiyan; Li Ping; Shen Jingkang; (50 pag.)CN104341425; (2018); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem