HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-Fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,5-Difluorobenzonitrile | HCID 123558 | — |
| Reactant | 1-Isobutyl-1H-indazol-5-ol | HCID 57418770 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzonitrile | HCID 57418771 | 81% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a solution of 1-isobutyl-1H-indazol-5-ol (2.33 g, 12.2 mmol) and K2CO3 (2.03 g, 14.7 mmol) in DMF (75 mL) was added 2,5-difluorobenzonitrile (1.87 g. 13.5 mmol). The mixture was heated to 110° C. for 18 hours under N2 atmosphere. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in dichloromethane. The solution was washed with 1N HCl, filtered, and concentrated under reduced pressure. The residue was chromatographed on Biotage eluting with hexanes/ether (5:2) to afford 3.05 g of pale yellow oil (81% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518983B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7af8950267ca4c9685b26748e9258fab |
| Source note | uspto-grants-2013_08 |