Category: 34605-66-8

Reference of 34605-66-8, These common heterocyclic compound, 34605-66-8, name is 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-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.

At -78 , 3- (2,5-dimethyl -1H- pyrrol-1-yl) -1-methyl -1H- pyrazole (708.5mg, 4.04mmol) in THF (8mL)Was added dropwise a solution of n-BuLi (2.4M in tetrahydrofuran, 2.5mL, 6.0mmol). The reaction system was stirred for 0.5 hours maintaining -78 , then0 moved after two hours while stirring. Acetone was added to the system (362.1mg, 6.24mmol), the resulting mixture was stirred at room temperature for 3Hours, then water (20 mL) to quench the reaction, and (50mL × 3) and extracted with ethyl acetate. The combined organic phases with saturated brine (50mL of), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (EtOAc / PE (v / v) = 1/5) of pureOf the title compound as a yellow oil (353.0mg, yield 37.4%).

The synthetic route of 34605-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (105 pag.)CN105461694; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

34605-66-8, name is 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole

To 3-(2,5-Dimethyl-pyrrol-1-yl)-1-methyl-1H-pyrazole (4.5 g, 25.71 mmol) in dry THF (40 ml) at -78 C. was added n-BuLi (1.7M, 16.4 ml, 28.02 mmol). The reaction mixture was stirred for 2 h at -78 C. before CNBr (2.97 g, 28.02 mmol) dissolved in THF (5 ml) was added. The mixture was allowed to warm to rt, and stirred for an additional 2 h, after which ice-water was added and the aqueous mixture extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, concentrated and purified by column chromatography to give 5-Bromo-3-(2,5-dimethyl-pyrrol-1-yl)-1-methyl-1H-pyrazole (4.4 g, 68%).

The synthetic route of 34605-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Wilhelm, Robert Stephen; US2011/71150; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 34605-66-8, name is 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole, molecular formula is C10H13N3, 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. Quality Control of 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole

A stirred solution of 3-(2,5-dimethylpyrrol-1-yl)-1-methyl-pyrazole (2.000g, 11 .4lmmol) intetrahydrofuran (l5mL) was cooled to -78C under an atmosphere of nitrogen. Butyllithium (1.6mol in hexanes)(7.8mL, 12.SSmmol) was then added over l5mins. The resulting solution was stirred at -78C for 2 hours. 1-bromo-3-methyl-but-2-ene (1.701g, 11 .4lmmol) dissolved in THE (5mL) was then added over 1 Omins, maintaining a temperature below -60C. The reaction mixture was stirred cold for a further 10 minutes and then allowed to warm slowly to ambienttemperature over a period of 1 hour. Saturated aqueous ammonium chloride was added to quench the reaction. Ethyl acetate was then added and the layers separated. The aqueous layer was extracted three times with ethyl acetate. The combined organics washed with water, dried over Mg504 and concentrated in vacuo to brown oil. Chromatography on silica gel gave yellow oil 1.728g (62%). 1H NMR (CDCI3) 5.90 (s, 1H), 5.83 (s, 2H), 5.30-5.25 (m, 1H), 3.79 (s, 3H),3.36-3.32(m, 2H), 2.11 (s, 6H), 1.78(s, 3H), 1.73(s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 34605-66-8, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; BOEHMER, Jutta Elisabeth; PHADTE, Mangala; LONGSTAFF, Adrian; MORRIS, James Alan; DESSON, Timothy Robert; HOTSON, Matthew Brian; DOWLING, Alan John; WHITTINGHAM, William Guy; DALENCON, Anne Jacqueline; DE FRAINE, Paul John; THOMPSON, Alison Jane; HACHISU, Shuji; WO2015/18433; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 34605-66-8, name is 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Computed Properties of C10H13N3

Step 2) 2-(3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazol-5-yl)propan-2-ol At -78 C., to a solution of 3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole (708.5 mg, 4.04 mmol) in THF (8 mL) was added n-BuLi (2.4 M in THF, 2.5 mL, 6.00 mmol) dropwise. The reaction mixture was continued to stir at -78 C. for 0.5 h and then move to 0 C. for 2 h. Acetone (362.1 mg, 6.24 mmol) was added to the solution. The reaction mixture was stirred at rt for 3 h, quenched with water (20 mL), and extracted with EtOAc (50 mL*3). The combined organic phases were washed with brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/5) to give the title compound as yellow oil (353.0 mg, yield 37.4%). LC-MS (ESI, pos. ion) m/z: 234.4 [M+H]+; 1H NMR (400 MHz, CDCl3): delta (ppm) 5.99 (s, 1H), 5.85 (s, 2H), 4.10 (s, 3H), 2.12 (s, 6H), 1.88 (br. s, 1H), 1.70 (s, 6H).

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; Sunshine Lake Pharma Co., Ltd.; Calitor Sciences, LLC; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (78 pag.)US2016/229837; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 34605-66-8, A common heterocyclic compound, 34605-66-8, name is 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole, molecular formula is C10H13N3, 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.

A solution of 3-(2,5-dimethyl-pyrrol-1-yl)-1-methyl-1H-pyrazole (Intermediate 7, 0.51 g, 2.91 mmol) in tetrahydrofuran (25 mL) cooled to -70 C. was treated dropwise with a 2.5M solution of n-butyllithium in hexanes (1.3 mL, 3.25 mmol). The reaction was stirred at -70 C. for 2.6 h. After this time, the reaction was treated dropwise over 2-3 min with a solution of hexachloroethane (0.77 g, 3.2 mmol) in tetrahydrofuran (2.5 mL). The reaction was maintained at -70 C. for 20-25 min. After this time, the cooling bath was removed. The reaction continued to stir for 90 min, at which time the reaction was concentrated in vacuo. The residue was then partitioned between water (50 mL) and diethyl ether (1×50 mL). The organics were washed with a saturated aqueous sodium chloride solution (1×50 mL), dried over magnesium sulfate, filtered, rinsed with diethyl ether and concentrated in vacuo. Silica gel column chromatography (AnaLogix, 40 g, 5-10% ethyl acetate/hexanes) afforded 5-chloro-3-(2,5-dimethyl-pyrrol-1-yl)-1-methyl-1H-pyrazole (0.36 g, 60%) as a light brown solid; ES+-HRMS m/e calcd for C10H12N3Cl [M+H+] 210.0793, found 210.0792.

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; Berthel, Steven Joseph; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright; US2009/264434; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 34605-66-8 as follows. Recommanded Product: 34605-66-8

To a solution of 3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole (6.4 g) in tetrahydrofuran (70 mL) was added dropwise n-butyllithium (1.6 M hexane solution, 27 mL) at -78 C., and the mixture was stirred at the same temperature for 1 hr. To the reaction mixture was added dropwise di-tert-butyl dicarbonate (11 mL) at -78 C., and the mixture was stirred for 2 hr while gradually raising the temperature to room temperature. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (7.9 g). 1H NMR (400 MHz, DMSO-d6) delta1.56 (9H, s), 1.94-2.13 (6H, m), 4.09 (3H, s), 5.77 (2H, s), 6.84 (1H, s). MS(ESI+): [M+H]+ 276.1.

According to the analysis of related databases, 34605-66-8, the application of this compound in the production field has become more and more popular.

34605-66-8, name is 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole, belongs to pyrazoles-derivatives 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 C10H13N3

At -78 C, to a solution of 3-(2,5-di methyl- 1 /7-pyrrol- 1 -yl)- 1 -methyl- 1 /7-pyrazolc (step 1 intermediate) (2.0 g, 11.4 mmol) was added n-butyl lithium (1.6 M, 10.55 mL, 16.8 mmol) and the mixture was continued to stir at -78 C for 30 min. The mixture was stirred for 2 h at 0 C and added acetone (1.28 mL, 17.5 mmol) to the solution. The mixture was stirred at RT for 3 h. The mixture was quenched with water and extracted with ethyl acetate. The organic phase was washed with brine and dried over anhydrous sodium sulfate. The solution was filtered, concentrated and the residue obtained was purified by column chromatography to yield 1.0 g of the desired compound. NMR (400 MHz, DMSO-de) d 1.54 (s, 6H), 2.04 (s, 6H), 3.98 (s, 3H), 5.42 (s, 1H), 5.73 (s, 2H), 6.10 (s, 1H).

The synthetic route of 34605-66-8 has been constantly updated, and we look forward to future research findings.