HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-[5-(1H-indazol-6-yl)-1H-imidazol-2-yl]-2-nitrophenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzoic acid, 4-amino-3-nitro- | HCID 74115 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-bromo-1-(1H-indazol-6-yl)ethan-1-one | HCID 86615223 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[5-(1H-indazol-6-yl)-1H-imidazol-2-yl]-2-nitrophenylamine | HCID 68446337 | — |
Reaction Steps
DIEA (0.7 mL, 3.6 mmol) was added to a solution of 2-bromo-1-(1H-indazol-6-yl)ethanone (3 mmol) and 4-amino-3-nitrobenzoic acid (0.643 g, 3.5 mmol) in DMF (10 mL) and the solution was stirred at room temperature for 2 h. NH4OAc (5 g, 65 mmol) was added to the solution, followed by HOAc (10 mL) and the mixture was stirred at 140° C. for 2 h. The mixture was cooled to room temperature and poured into H2O (30 mL). The precipitate was collected by filtration, washed with H2O (10 mL) and dried under reduced pressure to afford 4-[5-(1H-indazol-6-yl)-1H-imidazol-2-yl]-2-nitrophenylamine (0.56 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820821B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-3a47d92c334e41a08237b598a0ce14f5 |
| Source note | uspto-grants-2010_10 |