HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-[6-(4-Cyano-phenyl)-2-oxo-3,3-bis-(1-trityl-1H-imidazol-4-ylmethyl)-2,3-dihydro-indol-1-ylmethyl]-N,N-dimethyl-benzenesulfonamide → HCID 178486137, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-[6-(4-Cyano-phenyl)-2-oxo-3,3-bis-(1-trityl-1H-imidazol-4-ylmethyl)-2,3-dihydro-indol-1-ylmethyl]-N,N-dimethyl-benzenesulfonamide | HCID 86759051 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Solvent | Triethylsilane | HCID 12052 | — |
| Product | HCID 178486137 | HCID 178486137 | 5.5% |
Reaction Steps
4-[6-(4-Cyano-phenyl)-2-oxo-3,3-bis-(1-trityl-1H-imidazol-4-ylmethyl)-2,3-dihydro-indol-1-ylmethyl]-N,N-dimethyl-benzenesulfonamide (0.3 g, 0.4 mmol) was dissolved in a solution of 4.0 ml of TFA and 500 μL of triethylsilane under an atmosphere of dry N2 and stirred for 1 hour. The heterogeneous mixture was concentrated under vacuum and partitioned between aqueous 0.1 N HCl and ethyl ether (Et2O). The water layer was washed with Et2O and then basified to pH˜9 with sodium hydroxide (NaOH). The water layer was then washed 3 times with DCM. The DCM layers were combined and dried over Na2SO4, filtered and concentrated under vacuum to give 13 mg of the titled compound as a purple solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06586447B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-3e19f213f7044f70a97b4808587d811d |
| Source note | uspto-grants-2003_07 |