HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrazole → methyl 2-[3-cyano-4-(1H-pyrazol-1-yl)phenyl]isonicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl 2-(3-cyano-4-fluorophenyl)isonicotinate | HCID 66995083 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | methyl 2-[3-cyano-4-(1H-pyrazol-1-yl)phenyl]isonicotinate | HCID 66995162 | 99.7% |
Reaction Steps
212 mg of methyl 2-(3-cyano-4-fluorophenyl)isonicotinate and 68 mg of pyrazole were dissolved in 4 ml of DMSO, and 102 mg of potassium tert-butoxide was added, followed by stirring at room temperature for 30 minutes. The reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=67:33) to obtain 251 mg of methyl 2-[3-cyano-4-(1H-pyrazol-1-yl)phenyl]isonicotinate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816558B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-4f9acca778d44c298a3e6ae38dbed93b |
| Source note | uspto-grants-2010_10 |