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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591813Generated: October 28, 2026

Triethylamine → HCID 66671056, compound

https://huagongshe.com/reaction/591813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-MethylpiperazineHCID 53167—
ReactantMethyl 5-(bromomethyl)-2-nitrobenzoateHCID 13399988—
SolventDichloromethaneHCID 6344—
ProductHCID 66671056HCID 66671056—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 5-bromomethyl-2-nitrobenzoic acid methyl ester (3.00 g, 10.9 mmol) in CH2Cl2 (100 mL) was added triethylamine (3.30 g, 33.0 mmol) and 1-methylpiperazine (3.30 g, 33.0 mmol). The mixture was heated at 50° C. under nitrogen for 16 hours, then concentrated to give crude 5-(4-methylpiperazin-1-ylmethyl)-2-nitrobenzoic acid methyl ester, which was purified by column chromatography (silica gel 230-400 mesh; 1-5% methanol in dichloromethane as eluent). Yield: 3.0 g (93%). It was further converted to its hydrochloride salt (3.7 g) by stirring in 1 M HCl in ether and was isolated by filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238640B2
Source datasetuspto-grants-2016_01
ORD IDord-a6243f6d7d044514b84f3762d4d577a7
Source noteuspto-grants-2016_01