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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863699Generated: October 30, 2026

Hydrochloric Acid → 3-[6,7,8,9-tetrahydro-8-[(diisopropylamino)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione hydrochloride

https://huagongshe.com/reaction/863699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylamineHCID 7912—
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—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product3-[6,7,8,9-tetrahydro-8-[(diisopropylamino)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione hydrochlorideHCID 19696352—

Reaction Steps

A solution of 0.8 g of the product of Example 1 and 0.44 g of 2,4,6-collidine in 30 ml of dichloromethane was added to a solution of 0.9 g of trifluoromethanesulfonic anhydride in 10 ml of dichloromethane at 0° C. After 1.5 hour, the mixture was treated with 3.64 g of diisopropylamine and stirred for 16 hours. The mixture was washed with water and then with saturated aqueous sodium bicarbonate solution, dried and concentrated. The solid obtained was dissolved in ethyl acetate and treated wish a saturated solution of hydrogen chloride in ethyl acetate. Removal of the solvent in vacuo gave 260 mg of 3-[6,7,8,9-tetrahydro-8-[(diisopropylamino)methyl]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione hydrochloride of melting point 187° C. (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05721245
Source datasetuspto-grants-1998_02
ORD IDord-b3e7a1f564b54424ae90a970405fc0c0
Source noteuspto-grants-1998_02