Synthetic Route of 288148-34-5, 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. 288148-34-5 name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, 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.
Reference Example 106; tert-butyl ( {4-fluoro-5- (2-fluoropyridin-3-yl) -1- [ (1-methyl- lH-pyrazol-4-yl) sulfonyl] -lH-pyrrol-3- yl }methyl) methylcarbamate; To a solution of tert-butyl { [4-fluoro-5- (2- fluoropyridin-3-yl) -lH-pyrrol-3-yl]methyl }methylcarbamate (324 mg) in tetrahydrofuran (20 itiL) was added sodium hydride (60% in oil, 121 mg) at room temperature and the mixture was stirred for 15 min. 15-Crown-5 (664 mg) was added dropwise and the mixture was stirred for 5 min. l-Methyl-lH-pyrazole-4- sulfonyl chloride (362 mg) was added, and the mixture was further stirred for 30 min. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=l:l) to give the title compound as a colorless oil (yield 460 mg, 98%) .1H-NMR (CDCl3) delta: 1.48(9H,s), 2.88(3H,s), 3.87(3H,s),4.27(2H,brs) , 7.21 (IH, d, J=4.9Hz) , 7.30 (IH, t, J=6.1) , 7.41(lH,br), 7.42(lH,s), 7.86 (IH, t, J=8. IHz) ,8.29 (lH,d, J=4.9Hz) .
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazole-4-sulfonyl chloride, and friends who are interested can also refer to it.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/108380; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics