HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-((4-Iodo-1H-pyrazol-1-yl)methyl)-5-methylisoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Iodopyrazole | HCID 77022 | — |
| Reactant | 3-(Bromomethyl)-5-methylisoxazole | HCID 2776304 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-((4-Iodo-1H-pyrazol-1-yl)methyl)-5-methylisoxazole | HCID 64429765 | 56.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371319B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-dddfd510e75f4bc4b236c5ead7a13f93 |
| Source note | uspto-grants-2016_06 |