HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → HCID 66955311, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | — |
| Reactant | 5-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole | HCID 59377531 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 66955311 | HCID 66955311 | — |
Reaction Steps
A solution of 5-Methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole, 2-bromoethoxy tertbutyldimethylsilane, Cs2CO3 and NaI in NMP was heated in a microwave oven at 100° C. for 1 hour, and then cooled to room temperature. The reaction mixture was diluted with EtOAc, washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by “flash chromatography” (0 to 30% EtOAc in hexanes to give 867 mg of 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole as an oil that also contained 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methyl-5-(4-methyl-3-nitro-phenyl)-1H-pyrazole as a minor product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871760B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-07441ab4a2eb413e831d70ca22c0bc08 |
| Source note | uspto-grants-2014_10 |