HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-(4-Amino-2,5-difluorophenoxy)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-difluorophenoxy)pyridine-2-carboxamide | HCID 24788628 | 74% |
Reaction Steps
4-Amino-2,5-difluorophenol (4.95 g) was dissolved in dimethyl sulfoxide (50 ml) under a nitrogen flow, and potassium tert-butoxide (4.05 g) was added at room temperature, followed by stirring for 25 min. 4-Chloropyridine-2-carboxamide (2.70 g) was added thereto, followed by stirring at 80° C. for 2.5 hr. The reaction mixture was allowed to cool down to room temperature, and a 1N aqueous solution of sodium hydroxide (74.25 ml) was added, followed by stirring for 10 hr. The precipitated solid was collected by filtration, and the resultant solid was washed with water. This solid was dried under hot air at 100° C. for 24 hr to provide the titled compound as purple powder (3.38 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855290B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-6f2d7bf26ecb41ec91b45e66a921d977 |
| Source note | uspto-grants-2010_12 |