HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58459146, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,4-Difluoronitrobenzene | HCID 67967 | — |
| Reactant | 5-Fluoro-3-pyridinamine | HCID 574450 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Product | HCID 58459146 | HCID 58459146 | — |
Reaction Steps
To a solution of 2,4-difluoro-1-nitrobenzene (1.723 mL, 15.71 mmol) and 3-amino-5-fluoropyridine (1.468 g, 13.10 mmol) in DMF (21.83 mL) was added potassium tert-butoxide (2.94 g, 26.2 mmol). The solution was stirred under argon at rt overnight. The solution was poured into water and extracted with EtOAc, organic extracts were dried over magnesium sulfate and concentrated to a brown solid. The brown solid was purified by column chromatography on a silica gel column using 5 to 30% gradient of EtOAc in hexane as eluent to give 5-fluoro-N-(4-fluoro-2-nitrophenyl)pyridin-3-amine as an orange solid: LC-MS (ESI) m/z 252.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575183B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-c8602db58471403382560bc4b53a782a |
| Source note | uspto-grants-2013_11 |