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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863668Generated: October 30, 2026

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

https://huagongshe.com/reaction/863668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylamineHCID 1146—
Reactant2,4,6-TrimethylpyridineHCID 7953—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant3-[8-(Acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)furan-2,5-dioneHCID 10389882—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
Product3-[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 trifluoromethanesulfonateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05721245
Source datasetuspto-grants-1998_02
ORD IDord-0e1c304181fa409bafe27958c63238bb
Source noteuspto-grants-1998_02