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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187486Generated: October 29, 2026

Triethylamine → (R)-N-[5-Methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-chlorobenzamide

https://huagongshe.com/reaction/2187486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chlorobenzoyl chlorideHCID 8501—
Reactant(2R)-5-Methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-amineHCID 53918832—
SolventDichloromethaneHCID 6344—
Product(R)-N-[5-Methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-chlorobenzamideHCID 5418487663%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (R)-2-amino-5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene (52 mg, 0.20 mmol) and triethylamine (1 mL, 7.7 mmol) in methylene chloride (10 mL) was added a solution of 4-chlorobenzoyl chloride (50 mg, 0.29 mmol) in methylene chloride (10 mL) and the reaction was stirred at 0° C. for 30 min. The stirring was continued for another 2 h at ambient temperature and then the solvent was evaporated in vacuo. The remains were purified on a silica gel column using ethyl acetate containing triethylamine (7.5%) as the eluent to give 50 mg (63% yield) of the title compound as white crystals: mp 210-212° C.; EIMS (70 eV) m/z (relative intensity) 397 (28, M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410532B1
Source datasetuspto-grants-2002_06
ORD IDord-dbeac6df33734c498be78876965e7a56
Source noteuspto-grants-2002_06