HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylamine → 3-[6,7,8,9-tetrahydro-8-[(trimethylammonio)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylamine | HCID 1146 | — |
| Reactant | 2,4,6-Trimethylpyridine | HCID 7953 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| 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 | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[6,7,8,9-tetrahydro-8-[(trimethylammonio)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione trifluoromethanesulfonate | HCID 10326488 | — |
Reaction Steps
265 mg of trifluoromethanesulfonic anhydride in 40 ml of dichloromethane were treated at 0° C. under a nitrogen atmosphere with a suspension of 200 mg of the pyrroledione product of Example 1 and 100 mg of collidine in 30 ml of dichloromethane. After 5 hours, 0.5 ml of a 33% solution of trimethylamine in ethanol was added and the mixture was stirred for 18 hours. The resulting precipitate was filtered off and dried to give 237 mg of 3-[6,7,8,9-tetrahydro-8-[(trimethylammonio)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione trifluoromethanesulfonate of melting point 320°-324° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05721245 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-0e1c304181fa409bafe27958c63238bb |
| Source note | uspto-grants-1998_02 |