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;,
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