HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-(4-Amino-2,5-difluorophenyl)pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Chloropyridine-2-carboxamide | HCID 303543 | — |
| Reactant | 4-Amino-2,5-difluorophenol | HCID 2778762 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-(4-Amino-2,5-difluorophenyl)pyridine-2-carboxamide | HCID 68503727 | 78.6% |
Reaction Steps
4-Amino-2,5-difluorophenol (4.95 g) was dissolved in dimethyl sulfoxide (50 ml) under a nitrogen stream, and potassium tert-butoxide (4.05 g) was added at room temperature, and the mixture was stirred for 25 minutes. 4-Chloropyridine-2-carboxamide (2.70 g) was added to the mixture, which was stirred at 80° C. for 2.5 hours. The reaction mixture was allowed to cool down to room temperature, and a 1N aqueous solution of sodium hydroxide (74.25 ml) was added, and the mixture was stirred for 10 hours. The precipitated solid was collected by filtration, and the resultant solid was washed with water. The solid was dried by hot air at 100° C. for 24 hours to give the title compound (3.38 g, 74%) as purple powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377938B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-990327e01a054009a4d1ee6a72938531 |
| Source note | uspto-grants-2013_02 |