Electric Literature of 92525-10-5, These common heterocyclic compound, 92525-10-5, name is 3-Iodo-1-methyl-1H-pyrazole, its 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.
3-Iodo-1-methyl-1H-pyrazole (2.19 g, 10.5 mmol) was added dropwise to iPrMgCl.LiCl (10.8 mL, 14.0 mmol, 1.3 M THF solution) and THF (14 mL) cooled to 0 C. under a nitrogen atmosphere. The mixture was allowed to stir at room temperature for 1 h. N-Methoxy-N,1-dimethylcyclopentane-1-carboxamide (1.2 g, 7.0 mmol) was then added dropwise. The mixture was stirred at room temperature for 18 h and then was quenched with saturated aqueous NH4Cl. The reaction mixture was extracted with EtOAc. The organic extract was dried (Na2SO4) and filtered. The filtrate was concentrated and the residue was purified by silica gel column chromatography (10-50% EtOAc/heptane) to afford 992 mg (74%) of the title compound. LCMS 172.4 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 7.34 (d, J=2.3 Hz, 1H), 6.81 (d, J=2.3 Hz, 1H), 3.98 (s, 3H), 2.46-2.33 (m, 2H), 1.79-1.63 (m, 6H), 1.49 (s, 3H).
The synthetic route of 92525-10-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Pfizer Inc.; Gerstenberger, Brian Stephen; Flick, Andrew Christopher; Lombardo, Vincent Michael; Mousseau, James John; Nuhant, Philippe Marcel; Robinson, JR., Ralph Pelton; Schnute, Mark Edward; Kung, Daniel Wei-Shung; Schmitt, Daniel Copley; Thorarensen, Atli; Trujillo, John Isidro; Unwalla, Rayomand Jal; Wu, Huixian; (104 pag.)US2020/95239; (2020); A1;,
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