Category: 186534-02-1

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

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

Synthetic Route of 186534-02-1, 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. 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3,5,6-trimethylpyrazine-2-carbardehyde (4.51 g, 30.0 mmol), 2- methyl-2-butene (12.8 mL, 120 mmol), and sodium dihydrogen phosphate 78ehydrate (4.68 g, 30.0 mmol) in /ert-butanol (90 mL) and water (30 mL) was added 80% sodium chlorite (10.2 g, 90.0 mmol) portionwise at 0 C. After being stirred at room temperature for 50 min, the reaction mixture was poured into 2N aqueous hydrochloric acid. The mixture was extracted with chloroform and the organic layer was dried over sodium sulfate, filtrated and concentrated in vacuo to give 3,5,6- trimethylpyrazine-2-carboxylate. MS (ESI): m/z 165 (M-H).

The synthetic route of 3,5,6-Trimethylpyrazine-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; KAWANISHI, Eiji; HONGU, Mitsuya; TANAKA, Yoshihito; WO2011/105628; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 186534-02-1, The chemical industry reduces the impact on the environment during synthesis 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of 4-1 (0.25 mmol) in CH3OH (1.5 mL) andTHF (1.5 mL) was added compounds 5a-q (0.28 mmol) at room temperature.Keep stirring for 2-9 h to give intermediate 6a-q which wasdirectly cooled to 0 C without any treatment. Then the mixture wasadded to NaBH4 (1.25 mmol), keeping stirring for 2 h. The reaction wasquenched with 10% HCl aqueous and directly evaporated to dryness.The residue was basified with saturated NaHCO3 solution and extractedwith DCM (3 × 10 mL). Subsequently, the combined organic layerswere washed with brine (20 mL), dried over Na2SO4, filtered, concentratedand purified via column chromatograph (eluting solvent:pentane/ethyl acetate=10/1 to 4/1) to afford the desired products 7aq.Meanwhile, product 7r was obtained from compound 4-2 andcompound 5i by the same synthesis method. The yield is 47-76%.

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, 3,5,6-Trimethylpyrazine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cao, Zhongcheng; Deng, Yong; Liu, Zhuoling; Song, Qing; Tan, Zhenghuai; Yang, Ziyi; Yu, Guangjun; Bioorganic and medicinal chemistry; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 186534-02-1, These common heterocyclic compound, 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, 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.

In a 50 mL round-bottom flask freshly prepared TMP-CHO (150 mg 1 mmol) was added and dissolved in 20 mL of 1 2-dichloroethane propargylamine (66 mg 1.2 mmol) was added slowly at room temperature the reaction was run at at room temperature for 2 hours triacetoxy sodium borohydride (424 mg 2 mmol) was added and monitored by TLC about 2 hours later the reaction was complete 10 mL of 10 K2CO3was added for quenching. The resulting material was extracted with dichloromethane dried over anhydrous sodium sulfate filtered and concentrated and purified with silica gel column chromatography (ethyl acetatepetroleum ether 32) to give the compound MT-012 as a yellow solid (163mg 86) . ESI-MS [M+H]+m/z 190.3.1H-NMR (CDCl3) 3.96 (s 2H) 3.56 (d J2.4 Hz 2H) 2.51 (s 3H) 2.49 (s 6H) 2.26 (t J2.4 Hz 1H) .

Statistics shows that 3,5,6-Trimethylpyrazine-2-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 186534-02-1.

Reference:
Patent; GUANGZHOU MAGPIE PHARMACEUTICAL CO., LTD; WANG, Yuqiang; YOUDIM, Moussa B.H.; SUN, Yewei; ZHANG, Zaizun; ZHANG, Gaoxiao; YU, Pei; YI, Peng; LIANG, Ming; LIU, Wei; WO2015/109935; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 186534-02-1, 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. 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A cyclopentanone was added sequentially to a 25O mL three-necked flask(1 OmL, 0.115mo 1),Morpholine (1 OmL, 0.114 mol), benzene 100 mL,Reflux reaction to the oil-water separator after the formation of anhydrous,The reaction solution was cooled to room temperature,Add p-methoxybenzaldehyde(13 mL, 0.115 mol), refluxed for 8 h,TLC (petroleum ether – ethyl acetate = 1: 1) detection reaction is basically complete,Slowly add 6mol / L HC1 50mL,Stirring at room temperature lh,Then add 10% NaHC03 solution 115mL,Stirring at room temperature for 30min,The solution was poured into a separatory funnel,The layers were allowed to stand, the organic layer was dried over anhydrous sodium sulfate,concentrate. Dissolved in 40 mL of absolute ethanol,Add 1.5g of Chuanxiong aldehyde (0.0lmo 1),Ice bath conditions slowly add 10% NaOH ethanol solution 5mL,Reaction about lh,TLC (petroleum ether – ethyl acetate = 2: 1) detection reaction is basically complete,The precipitate was filtered off and the precipitate was washed with absolute ethanol,Purification by silica gel column chromatography (dichloromethane: ethyl acetate = 2: 1) gave 2.01 of Z1 yellow crystals,The yield was 6 1.2%.

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, 3,5,6-Trimethylpyrazine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anhui University of Chinese Medicine; Hefei Medical Engineering Pharmaceutical Co., Ltd.; Hefei Enruite Pharmaceutical Co., Ltd.; Li Jiaming; He Guangwei; Zhang Yang; Huang Weijun; Zhang Yanchun; Liu Weizhong; Zuo Jian; Liu Huicai; Zhu Panhu; Wang Yujun; (14 pag.)CN106518791; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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

Synthetic Route of 186534-02-1, 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. 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: New a, b-unsaturated carbonyl-based compounds (5a-g and 6au)were synthesized using direct coupling technique [40] (Scheme 1). The reaction was carried out using base-catalyzed Claisen-Schmidt condensation reaction, by reacting different types of ketoneswith appropriate aromatic aldehyde at molar ratio 2:1 tosynthesize new compounds (5a-g) and at molar ratio 1:1 for (6a-u).For synthesis of 6a-u first 5a-g intermediates were synthesized andin second step appropriate aldehydes were reacted with intermediates.The detailed method of synthesis has already beenreported by us previously [38,40]. Scheme 1 shows the highlights ofsynthesis of compound 3, 4 and a, b-unsaturated carbonyl-basedcompounds along with oxime derivatives. 15 mL ethanol wastaken in a round bottom flask and aromatic aldehyde (20 mmol, 2equivalent) and specific ketone (10 mmol,1 equivalent) were addedand dissolved using a stirrer for 2-3 min at 5 C. Into the abovesolution, 40% NaOH solution in ethanol was added drop wise andthe mixture was stirred for 1-24 h at 27 C. The color change andprecipitate formation in the reaction mixture showed productformation. TLC was used to monitor the reaction and acidified icewas added to quench the reaction once completed. The isolation ofcompounds was done by recrystallization and/or by using columnchromatography.

The synthetic route of 3,5,6-Trimethylpyrazine-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Application of 186534-02-1, 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. 186534-02-1 name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, 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.

General procedure: New a, b-unsaturated carbonyl-based compounds (5a-g and 6au)were synthesized using direct coupling technique [40] (Scheme 1). The reaction was carried out using base-catalyzed Claisen-Schmidt condensation reaction, by reacting different types of ketoneswith appropriate aromatic aldehyde at molar ratio 2:1 tosynthesize new compounds (5a-g) and at molar ratio 1:1 for (6a-u).For synthesis of 6a-u first 5a-g intermediates were synthesized andin second step appropriate aldehydes were reacted with intermediates.The detailed method of synthesis has already beenreported by us previously [38,40]. Scheme 1 shows the highlights ofsynthesis of compound 3, 4 and a, b-unsaturated carbonyl-basedcompounds along with oxime derivatives. 15 mL ethanol wastaken in a round bottom flask and aromatic aldehyde (20 mmol, 2equivalent) and specific ketone (10 mmol,1 equivalent) were addedand dissolved using a stirrer for 2-3 min at 5 C. Into the abovesolution, 40% NaOH solution in ethanol was added drop wise andthe mixture was stirred for 1-24 h at 27 C. The color change andprecipitate formation in the reaction mixture showed productformation. TLC was used to monitor the reaction and acidified icewas added to quench the reaction once completed. The isolation ofcompounds was done by recrystallization and/or by using columnchromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5,6-Trimethylpyrazine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Zha, Gao-Feng; Qin, Hua-Li; Youssif, Bahaa G.M.; Amjad, Muhammad Wahab; Raja, Maria Abdul Ghafoor; Abdelazeem, Ahmed H.; Bukhari, Syed Nasir Abbas; European Journal of Medicinal Chemistry; vol. 135; (2017); p. 34 – 48;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 186534-02-1, The chemical industry reduces the impact on the environment during synthesis 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, I believe this compound will play a more active role in future production and life.

In 10 mL of methanol was dissolved 2,4-dimethylphenylhydrazide 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 min, 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 Na2SO4, separated by a silica gel column (ethyl acetate:petroleum ether=1: 3) to get T-006 as a light yellow solid (3.25 g, 89.3%). ESI-MS: [M+H]+ m/z 365.1. 1H-NMR (CDCl3, 300 MHz) delta: 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. (C18H19F3N4O) C, H, C; found C, 59.44%, H, 5.319%, N, 15.23%; requires: C, 59.33%, H, 5.26%, N, 15.38%.

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, 3,5,6-Trimethylpyrazine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GUANGZHOU MAGPIE PHARMACEUTICALS CO., LTD.; Wang, Yuqiang; Chen, Haiyun; Zhang, Zaijun; Zhang, Gaoxiao; Yu, Pei; Sun, Yewei; Shan, Luchen; Tao, Liang; (20 pag.)US2019/218192; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem