Some common heterocyclic compound, 1128-54-7, name is 3-Methyl-1-phenyl-1H-pyrazole, molecular formula is C10H10N2, 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. Safety of 3-Methyl-1-phenyl-1H-pyrazole
General procedure: To a stirred solution of 1-phenyl-1H-pyrazole (5a) (288 mg, 2.00 mmol, 1.00 equiv.) in dryTHF (2.00 mL/mmol based on 5a), 1.64 M solution of n-BuLi in n-hexane (1.34 mL, 2.20mmol, 1.10 equiv.) was added dropwise at -78 C under an argon atmosphere. After being stirred at the same temperature for 1 h, benzoyl chloride (6a) (0.260 mL, 2.20 mmol, 1.10equiv.) was added to the mixture. After being warmed to room temperature and stirred at the same temperature for 18 h, the reaction mixture was quenched with saturated NH4Cl aq. The aqueous layer was extracted with ethyl acetate. The combined extract was washed with brine,dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel with hexane : EtOAc = 5 : 1 to give phenyl(1-phenyl-1H-pyrazol-5-yl)methanone (7a) as a white solid (429 mg, 1.73 mmol, 86%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1128-54-7, its application will become more common.
Reference:
Article; Fuse, Shinichiro; Kadonosono, Tetsuya; Kizaka-Kondoh, Shinae; Kuchimaru, Takahiro; Nakamura, Hiroyuki; Sato, Shinichi; Suzuki, Kensuke; Ueda, Hiroki; Bioorganic and medicinal chemistry; (2019);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics