Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205869Generated: October 31, 2026

Dimethylformamide → 3-((4-Iodo-1H-pyrazol-1-yl)methyl)-5-methylisoxazole

https://huagongshe.com/reaction/2205869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-IodopyrazoleHCID 77022—
Reactant3-(Bromomethyl)-5-methylisoxazoleHCID 2776304—
SolventEthyl AcetateHCID 8857—
Product3-((4-Iodo-1H-pyrazol-1-yl)methyl)-5-methylisoxazoleHCID 6442976556.8%

Reaction Steps

4-Iodo-1H-pyrazole (0.826 g, 4.26 mmol) (1), 3-(bromomethyl)-5-methylisoxazole (0.75 g, 4.26 mmol) and potassium carbonate (1.18 g, 8.52 mmol) were added to dry DMF (8 ml) and stirred at room temperature for 16 h. The reaction was diluted with ethyl acetate (20 ml) and washed with water, brine and dried. The organic solution was concentrated in vacuo and the residue purified by flash silica chromatography (20% ethyl acetate in hexane). The pure fractions provided the title compound as a white powder (0.7 g, 56.8%). 1H-NMR (500 MHz, CDCl3) 2.4 (s, 3H), 5.33 (s, 2H), 5.92 (s, 1H), 7.51 (s, 1H), 7.55 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371319B2
Source datasetuspto-grants-2016_06
ORD IDord-dddfd510e75f4bc4b236c5ead7a13f93
Source noteuspto-grants-2016_06