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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649453Generated: November 4, 2026

Trifluoroacetylpiperazine → 8-(4-trifluoroacetyl-1-piperazinyl)-9-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

https://huagongshe.com/reaction/1649453

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetylpiperazineHCID 7172020—
Reactant8,9-dichloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acidHCID 15571779—
SolventHexamethylphosphoramideHCID 12679—
Product8-(4-trifluoroacetyl-1-piperazinyl)-9-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acidHCID 1326952650.6%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 3.1 g of 8,9-dichloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, 9.1 g of 1-trifluoroacetylpiperazine and 50 ml of HMPTA was heated at 160° C. for 4 hours under atmosphere of argon. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was washed with water. Recrystallization of the residue from dimethylformamide gave 2.3 g of 8-(4-trifluoroacetyl-1-piperazinyl)-9-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid as white rhombic crystals having a melting point of 300° C. or more.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04416884
Source datasetuspto-grants-1983_11
ORD IDord-b505f1c8a1d0416998a46b8950cf7ad2
Source noteuspto-grants-1983_11