HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 3-[6,7,8,9-tetrahydro-8-(methylsulphonyloxymethyl)pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonic anhydride | HCID 81560 | — |
| Reactant | 3-[8-(Acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)furan-2,5-dione | HCID 10389882 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[6,7,8,9-tetrahydro-8-(methylsulphonyloxymethyl)pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione | HCID 19696334 | — |
Reaction Steps
A solution of 170 mg of the pyrroledione product of Example 1 in 55 ml of dichloromethane was treated with 87 mg of methanesulfonic anhydride and 1 ml of pyridine. The resulting solution was stirred under nitrogen for 1 hour. An additional 30 mg of methanesulfonic anhydride were then added. After 1 hour, the mixture was washed with water, dried and evaporated. Crystallization of the residue from ethyl acetate/n-hexane gave 150 mg of 3-[6,7,8,9-tetrahydro-8-(methylsulphonyloxymethyl)pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione of melting point 259°-261° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05721245 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-a345cb6c0e434ce4add27715c9f0d56c |
| Source note | uspto-grants-1998_02 |