HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-{3-[2-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-ethyl]-phenyl}-acetamide → 2-[2-(3-Amino-phenyl)-ethyl]-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-{3-[2-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-ethyl]-phenyl}-acetamide | HCID 59300739 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-[2-(3-Amino-phenyl)-ethyl]-7,7-dimethyl-5-pentyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one | HCID 59300906 | — |
Reaction Steps
A solution of N-{3-[2-(7,7-dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-ethyl]-phenyl}-acetamide (70 mg) in 2-propanol (1 ml) and hydrochloric acid (6 M; 1 ml) is heated under reflux for 3.5 h. Afterwards the mixture is concentrated in vacuo and the residual aqueous layer is neutralized with saturated NaHCO3 solution. The desired compound is obtained by an aqueous work-up (47 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714010B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-b1c4f6a771ef4b16be4f221b5af8da46 |
| Source note | uspto-grants-2010_05 |