Discovery of 3-Iodo-1H-pyrazole

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4522-35-4, name is 3-Iodo-1H-pyrazole, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

To a suspension of [3-[(Z)-2-methoxy-1-methoxycarbonyl-vinyloxy]-4-methyl-phenyl]boronic acid (0.28 mmol, 0.075 g), 3-iodo-1 h-pyrazole (1.1 equiv., 0.31 mmol, 0.060 g) and sodium carbonate (1.5 equiv., 0.42 mmol, 0.045 g) in N,N-dimethylacetamide (0.33 mol/L, 0.85 ml_) at room temperature under air, were added copper(ll) acetate (0.25 equiv., 0.070 mmol, 0.013 g) and pyridine (0.50 equiv., 0.141 mmol, 0.01 1 g, 0.012 ml_), and the reaction mixture was heated at 80C overnight. The mixture was diluted with EtOAc and quenched with an aqueous solution of NhUCI (2.5 mol/L). The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried with Na2S04, filtered and concentrated in vacuo. The residue was purified by flash chromatography to give methyl (Z)-2-[5-(3-iodopyrazol-1-yl)-2-methyl-phenoxy]-3-methoxy-prop-2- enoate (0.12 mmol, 0.057 g, 44% yield) as a white solid. mp: 156-159C; LCMS (Method H), Rt = 1.69 min, MS: (M+1 ) = 415; NMR (400 MHz, CDCI3) 5 ppm 2.39 (s, 3 H) 3.74 (s, 3 H) 3.92 (s, 3 H) 6.60 (d, 1 H) 7.06 (d, 1 H) 7.14 (dd, 1 H) 7.22 (d, 1 H) 7.38 (s, 1 H) 7.66 (d, 1 H)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.