Adding a certain compound to certain chemical reactions, such as: 1072-68-0, name is 1,4-Dimethylpyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1072-68-0, Recommanded Product: 1072-68-0
PREPARATION 129 (2-Bromo-5-fluorophenyl)(1 ,4-dimethyl-1 H-pyrazol-5-yl)methanol Sodium hydride (60% dispersion in mineral oil, 0.35 g, 8.65 mmol) was suspended in 12 ml tetrahydrofuran. A solution of 4-methyl-1 H-pyrazole (0.60 g, 7.3 mmol) in 2 ml tetrahydrofuran was added dropwise and the mixture was stirred for 1 h at room temperature. Methyl iodide (0.45 ml, 7.23 mmol) was added drop-wise and the mixture was stirred overnight forming a precipitate. The mixture was filtered and the solid was washed with a little tetrahydrofuran. The filtrates combined to give a crude solution of 1 ,4-dimethyl-1 H-pyrazole. The crude solution was cooled in an ice-bath and n-butyl lithium (1 .6 M in hexanes, 5.40 ml, 8.64 mmol) was added dropwise with stirring over 15 min under a nitrogen atmosphere. The cooling bath was removed and the mixture was stirred at ambient temperature for 2 h. The mixture was cooled to -78 C and a solution of 2-bromo-5- fluorobenzaldehyde (1 .76 g, 8.67 mmol) in 3 ml tetrahydrofuran was added over 1 min. The mixture was stirred overnight, warming to room temperature. The mixture was partitioned between saturated aqueous ammonium chloride solution and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulphate, filtered and evaporated. The residue was purified using the Isolera purification system (ethyl acetate-hexane gradient, 0: 100 rising to 100:0) to give 720 mg (2.41 mmol, 33%) of the title compound as a white solid. Purity 100%. 1 H N MR (300 MHz, CHLOROFORM-d) delta ppm 7.45-7.54 (m, 2H), 7.19 (s, 1 H), 6.91 -6.98 (m, 1 H), 6.04 (s, 1 H), 3.84 (s, 3H), 2.70 (br s, 1 H), 1 .75 (s, 3H). UPLC/MS (3 min) retention time 1 .53 min. LRMS: m/z 299, 301 (M+1 ).
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Reference:
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta; WO2013/10880; (2013); A1;,
Pyrazole – Wikipedia,
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