HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → 7-Phenyliminomethylcamptothecin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Ytterbium | HCID 23992 | — |
| Reactant | 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-11-carboxaldehyde, 4-ethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-, (S)- | HCID 149876 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-Phenyliminomethylcamptothecin | HCID 9868433 | 51.1% |
Reaction Steps
100 mg (0.26 mmoles) of 7-formylcamptothecin, dissolved into 20 ml of methylene chloride, and 25 μl (0.26 mmoles) of aniline, dissolved into 0.5 ml of methylene chloride, were added to a suspension of ytterbium triphlate (16.5 mg. 0.026 mmoles, 10 % mol) in 5 ml of methylene chloride containing MS 4A and were left 3.5 hours under stirring at room T, then the solvent was evaporated under vacuum. The product was purified by means of flash chromatography on silica gel using a mixture of methylene chloride/methanol 98/2 as eluant. 60 mg of a yellow solid were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06589939B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-ceca403a786e4758ad8483023a9ba01a |
| Source note | uspto-grants-2003_07 |