HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[(E)-2-(2-Amino-phenyl)-vinyl]-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | (E)-N-(6-Amino-3,3-dimethyl-2-oxo-1-pentyl-2,3-dihydro-1H-indol-5-yl)-3-(2-amino-phenyl)-acrylamide | HCID 23092671 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[(E)-2-(2-Amino-phenyl)-vinyl]-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one | HCID 59300750 | 93.2% |
Reaction Steps
(E)-N-(6-Amino-3,3-dimethyl-2-oxo-1-pentyl-2,3-dihydro-1H-indol-5-yl)-3-(2-amino-phenyl)-acrylamide (0.82 g) is dissolved in water, 2-propanol and concentrated hydrochloric acid and heated for 3 h under reflux. After re-cooling the mixture is concentrated in vacuo. The residue is taken-up in EtOAc and saturated K2CO3 solution. After an aqueous work-up the desired compound (0.73 g) is obtained as a yellow solid. A small amount was treated with hydrochloric acid (2 N) to give the hydrochloric salt which precipitated in a pure form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714010B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-8d363ebef11648e88c3d0dae28a43ea4 |
| Source note | uspto-grants-2010_05 |