Category: 873191-23-2

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. 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole

General procedure: To a cooled solution of compound 6 (361.0 mg, 1 mmol) in DMF (10 mL) was added NaH (60% in oil, 48.0 mg, 1.2 mmol) carefully. The mixture was stirred at 0 C for 1h. A solution of R1X (X=Cl, Br; 1.2 mmol) in DMF (5 mL) was then added dropwise in the mixture. The mixture was heated to 40 C and stirred for 8-16 h. The reaction mixture was cooled and quenched at 0 C with a saturated NH4Cl aqueous solution. Then mixture was concentrated under vacuum to remove most of the DMF and re-dissolved with CH2Cl2. After filtering, the filtrate was washed with saturated NaCl aqueous solution, dried with MgSO4 and concentrated under vacuum. The crude material was purified by column chromatography (PE/EA) on silica gel to afford compound 6a-6r.

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; Chen, Peng; Zhang, Dianwen; Li, Meng; Wu, Qiong; Lam, Yuko P.Y.; Guo, Yan; Chen, Chen; Bai, Nan; Malhotra, Shipra; Li, Wei; O’Connor, Peter B.; Fu, Hongzheng; European Journal of Medicinal Chemistry; vol. 183; (2019);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, molecular formula is C6H9BrN2, 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: 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole

General procedure: The phenanthridine skeletons1-8 (0.1 mmol) were dissolved in dryTHF (10 mL), and NaH (50 mg, 2 mmol), and 3-(bromomethyl)pyridine,3-(chloromethyl)-1,5-dimethyl-1H-pyrazole or 5-bromomethyl-1,3-dimethyl-1H-pyrazole (1 mmol) were added. The mixture was stirred atrt. for 12 h and quenched with H2O (50 mL) in an ice bath. The solutionwas evaporated to remove the THF and extracted with CH2Cl2(2×30 mL). The organic layer was washed with saturated NaHCO3 andbrine, dried over MgSO4, filtered and concentrated. The residue waspurified by column chromatography using petroleum-EtOAc as theeluent to afford about 35 mg of each phenanthridine compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 873191-23-2, its application will become more common.

Reference:
Article; Chen, Duo-zhi; Yang, Bi-juan; He, Xiao-li; Fan, Shi-rui; Cai, Jie-yun; Jing, Chen-xu; Zhang, Heng; Zhang, Yu; Li, Lin; Hao, Xiao-jiang; Bioorganic Chemistry; vol. 84; (2019); p. 285 – 294;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 873191-23-2, These common heterocyclic compound, 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, 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.

D4 (70 mg,0.20 mmol), C3 (37 mg, 0.20 mmol), and potassium carbonate (30 mg, 0.22 mmol) werestirred in dimethylformamide at room temperature overnight. The reaction mixture waspartitioned between 4:1 ether:dichloromethane and water. The organic layer was washedwith water and brine. It was dried over magnesium sulfate, filtered, then concentrated invacua. Purified by chromatography (2% to 5% methanol with 0.1% ammonium hydroxide indichloromethane), yielding 55 mg of D5.

Statistics shows that 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 873191-23-2.

Reference:
Patent; AMGEN SF, LLC; WO2006/4925; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 873191-23-2,Some common heterocyclic compound, 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, molecular formula is C6H9BrN2, 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 lycorine derivatives 10, 11 and 12 (0.1mmol) were dissolved in dry THF (10mL), and NaH (50mg, 2mmol) and 3-(bromomethyl)pyridine, 3-(Chloromethyl)-1,5-dimethyl-1H-pyrazole or 5-Bromomethyl-1,3-dimethyl-1H-pyrazole (1mmol) were added. The mixture was stirred at r. t. for 24h and quenched with H2O (50mL) in an ice bath. The solution was evaporated to remove the THF and extracted with CH2Cl2 (2×30mL). The organic layer was washed with saturated NaHCO3 and brine, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography using petroleum ether-EtOAc as the eluent to afford compounds 5, 6, 7, 8 and 9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, its application will become more common.

Reference:
Article; Chen, Duozhi; Zhang, Heng; Jing, Chenxu; He, Xiaoli; Yang, Bijuan; Cai, Jieyun; Zhou, Yunfu; Song, Xiaoming; Li, Lin; Hao, Xiaojiang; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1491 – 1499;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 873191-23-2, 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. 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

71 a) To a stirring solution of (2,5-dimethyl-2H-pyrazol-3-yl)-methanol (100 mg, 0.79 mmol) in diethyl ether (3 mL) is added PBr3 (25 muL, 0.26 mmol). The reaction is stirred at room temperature for 18 hours, then water is added. The diethyl ether layer is separated and stored over solid NaOH and used in Step 71 b without further characterization. 71b) BEMP (137 pL, 0.47 mmol) is added to a solution of (2-methyl-1H-pyrrolo[2,3- b]pyridin-3-yl)-acetic acid methyl ester (60 mg, 0.29 mmol) in DMF (0.8 mL). After 35 minutes, the diethyl ether layer from Step 71 a (1.8 mL) is added. After 3 days, the reaction is partitioned between water and 1:1 EtOAc/ether. The organic layer is washed with brine then evaporated. The residue is purified by flash column chromatography (49:1 EtOAc/MeOH elution) to furnish [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1H- pyrrolo[2,3-b]pyridin-3-yl]-acetic acid methyl ester; MH+ = 313.

The synthetic route of 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/123731; (2005); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 873191-23-2, 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 873191-23-2 as follows.

General procedure: The phenanthridine skeletons1-8 (0.1 mmol) were dissolved in dryTHF (10 mL), and NaH (50 mg, 2 mmol), and 3-(bromomethyl)pyridine,3-(chloromethyl)-1,5-dimethyl-1H-pyrazole or 5-bromomethyl-1,3-dimethyl-1H-pyrazole (1 mmol) were added. The mixture was stirred atrt. for 12 h and quenched with H2O (50 mL) in an ice bath. The solutionwas evaporated to remove the THF and extracted with CH2Cl2(2×30 mL). The organic layer was washed with saturated NaHCO3 andbrine, dried over MgSO4, filtered and concentrated. The residue waspurified by column chromatography using petroleum-EtOAc as theeluent to afford about 35 mg of each phenanthridine compound.

According to the analysis of related databases, 873191-23-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Duo-zhi; Yang, Bi-juan; He, Xiao-li; Fan, Shi-rui; Cai, Jie-yun; Jing, Chen-xu; Zhang, Heng; Zhang, Yu; Li, Lin; Hao, Xiao-jiang; Bioorganic Chemistry; vol. 84; (2019); p. 285 – 294;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 873191-23-2, The chemical industry reduces the impact on the environment during synthesis 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, I believe this compound will play a more active role in future production and life.

General procedure: The lycorine derivatives 10, 11 and 12 (0.1mmol) were dissolved in dry THF (10mL), and NaH (50mg, 2mmol) and 3-(bromomethyl)pyridine, 3-(Chloromethyl)-1,5-dimethyl-1H-pyrazole or 5-Bromomethyl-1,3-dimethyl-1H-pyrazole (1mmol) were added. The mixture was stirred at r. t. for 24h and quenched with H2O (50mL) in an ice bath. The solution was evaporated to remove the THF and extracted with CH2Cl2 (2×30mL). The organic layer was washed with saturated NaHCO3 and brine, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography using petroleum ether-EtOAc as the eluent to afford compounds 5, 6, 7, 8 and 9. 8-((1,3-dimethyl-1H-pyrazol-5-yl)methoxy)-5-ethyl-4-methyl-5,6-dihydro- phenanthridine (5). 78% yield. Colorless amorphous powder (from CH2Cl2); 1H NMR (500MHz, CDCl3) delta 7.59 (d, J=8.5Hz, 1H), 7.50 (d, J=7.6Hz, 1H), 7.06 (d, J=8.0Hz, 1H), 7.00 (t, J=7.5Hz, 1H), 6.86 (dd, J=8.5, 2.6Hz, 1H), 6.74 (d, J=2.5Hz, 1H), 6.04 (s, 1H), 4.94 (s, 2H), 4.01 (s, 2H), 3.79 (s, 3H), 2.62 (q, J=7.1Hz, 2H), 2.29 (s, 3H), 2.19 (s, 3H), 1.01 (t, J=7.1Hz, 3H); 13C NMR (125MHz, CDCl3) delta 157.77 (C), 147.36 (C), 146.31 (C), 137.89 (C), 135.20 (C), 133.43 (C), 129.94 (CH), 129.12 (C), 126.72 (C), 124.38 (CH), 123.89 (CH), 120.90 (CH), 113.66 (CH), 112.84 (CH), 106.77 (CH), 60.61 (CH2), 50.18 (CH2), 46.12 (CH2), 36.50 (CH3), 17.79 (CH3), 13.63 (CH3), 13.43 (CH3); HRESIMS m/z 348.2055 [M+H]+ (calcd for C22H26N3O, 348.2070).

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, 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Duozhi; Zhang, Heng; Jing, Chenxu; He, Xiaoli; Yang, Bijuan; Cai, Jieyun; Zhou, Yunfu; Song, Xiaoming; Li, Lin; Hao, Xiaojiang; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1491 – 1499;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 873191-23-2,Some common heterocyclic compound, 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, molecular formula is C6H9BrN2, 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.

BEMP (137 mul_, 0.47 mmol) is added to a solution of (2-methyl-1/-/-pyrrolo[2,3- 6]pyridin-3-yl)-acetic acid methyl ester (60 mg, 0.29 mmol) in DMF (0.8 ml_). After 35 minutes, the diethyl ether layer from Step 71a (1.8 mL) is added. After 3 days, the reaction is partitioned between water and 1 :1 EtOAc/ether. The organic layer is washed with brine then evaporated. The residue is purified by flash column chromatography (49:1 EtOAc/MeOH elution) to furnish [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1/-/- pyrrolo[2,3-/)]pyridin-3-yl]-acetic acid methyl ester; MH+ = 313.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/68418; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, belongs to pyrazoles-derivatives 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 873191-23-2, name: 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole

Amixture of 83mg G2 (0.25 mmol, 1.00 equiv.), 48 mg S-bromomethyl-ljS-dimethyl-l//-pyrazole (C3) (0.25 mmol, 1.00 equiv.) and 38 mg potassium carbonate (0.28 mmol, 1.10equiv.) in DMF was stirred for 44 h at room temperature then partitioned between 20mL eachwater and 3:1 diethyl etherdichloromethane. The separated aqueous layer was extracted with2x20mL 3:1 diethyl ether:dichloromethane. The combined organic extracts were washedwith 3x20mL water and 20mL brine. The organic separation was dried over magnesiumsulfate, filtered and concentrated in vacuo to afford a yellow glassy solid. The product waspurified by column chromatography on silica gel, eluting with 4% methanol indichloromethane. Purified product G3 isolated as an off-white solid, 73mg.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AMGEN SF, LLC; WO2006/4925; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H9BrN2

General procedure: The phenanthridine skeletons1-8 (0.1 mmol) were dissolved in dryTHF (10 mL), and NaH (50 mg, 2 mmol), and 3-(bromomethyl)pyridine,3-(chloromethyl)-1,5-dimethyl-1H-pyrazole or 5-bromomethyl-1,3-dimethyl-1H-pyrazole (1 mmol) were added. The mixture was stirred atrt. for 12 h and quenched with H2O (50 mL) in an ice bath. The solutionwas evaporated to remove the THF and extracted with CH2Cl2(2×30 mL). The organic layer was washed with saturated NaHCO3 andbrine, dried over MgSO4, filtered and concentrated. The residue waspurified by column chromatography using petroleum-EtOAc as theeluent to afford about 35 mg of each phenanthridine compound.

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 873191-23-2.