Category: 149739-65-1

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 149739-65-1 as follows. COA of Formula: C9H7BrN2

3-(3-Bromo-phenyl)-1H-pyrazole (17 g; 60.97 mmol; 1.00 eq.) dissolved in THF (5 mL) was added dropwise to a suspension of Sodium hydride (2.44 g; 60.97 mmol; 1.00 eq.) in THF (500 mL) maintained at 0C. The reaction mixture was stirred for 30 min before the dropwise addition of lodomethane (8.03 mL; 122 mmol; 2.00 eq.). It was then allowed to warm to RT and stirred for another 4h. Ice was added to quench the reaction and the mixture was extracted with ethyl acetate (30 mL x 2). Combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give the title compound as a brown liquid (14.5 g, 99%). LC/MS: (max plot) 99 %; (254nm) 99 %; Rt 4.1 min; 239.0 (M+1).

According to the analysis of related databases, 149739-65-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Patent GmbH; JORAND-LEBRUN, Catherine; JONES, Reinaldo; (112 pag.)EP3092225; (2019); B1;,
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 149739-65-1 as follows. Application In Synthesis of 3-(3-Bromophenyl)-1H-pyrazole

Into 300 ml round-bottomed flask, 7.00 g (31.4 mmol) compound 3, 3.30 g (34.5 mmol) sodium tert-butoxide , and 100 ml DMF were placed. Thereto, 2.15 ml (34.5 mmol) of iodomethane was added dropwise and the mixture was stirred for 24 hours at room temperature. Elimination of the raw materials and generation of a new compound were confirmed by thin layer chromatography (TLC). The reaction solution was concentrated and separated three times with toluene/water to recover the organic phase. The organic phase was dried over magnesium sulfate, concentrated, and purified by silica gel column chromatography (developing solvent:toluene: heptane: ethyl acetate = 10:10:1). The target substance was concentrated to obtain 5.21 g (22.0 mmol) of compound 4 (yield: 70.0%). Nine protons were assigned by 1H- NMR (CDCl3:7.95 (s, 1H) , 7.71 ppm (d, 1H) , 7.42-7.39 ppm (m, 2H), 7.26 ppm (t, 1H) , 6.53 ppm (d, 1H) , 3.96 ppm (s, 3H) ) . When analyzed with a gas chromatograph-mass spectrometer (GS-MS), a peak was observed at m/z = 236. The product was confirmed to be the target substance.

According to the analysis of related databases, 149739-65-1, the application of this compound in the production field has become more and more popular.

Application of 149739-65-1, The chemical industry reduces the impact on the environment during synthesis 149739-65-1, name is 3-(3-Bromophenyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

Synthesis of intermediate compound 4[00107] In a 300 ml eggplant-type flask, 7.00 g (31.4 mmol) of compound 3, 3.30 g (34.5 mmol) of sodium tert-butoxide, and 100 ml of DMF were placed. Then, 2.15 ml (34.5 mmol) of idomethane was added dropwise to the resultant mixture, followed by stirring at room temperature for 24 hours. The loss of the raw materials and production of a new compound were confirmed by TLC (Thin Layer Chromatography) . The reaction solution was concentrated, and an organic phase was recovered by three times of separation with toluene/water. The organic phase was dried over magnesium sulfate,concentrated, and then purified by silica gel columnchromatography (developing solvent toluene : heptane : ethyl acetate = 10:10:1). A target substance was concentrated to produce 5.21 g (22.0 mmol) of compound 4 (yield 70.0%).Nine protons were attributed by 1H-NMR (CDC13: 7.95 (s, 1H) , 7.71 ppm (d, 1H) , 7.42-7.39 ppm (m, 2H) , 7.26 ppm (t, 1H) , 6.53 ppm (d, 1H) , 3.96 ppm (s, 3H) ) . A peak was observed at m/z = 236 in GS-MS (gas chromatography direct-coupled to mass spectrometry) to confirm the target compound.

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