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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307447Generated: October 31, 2026

1-Methylpiperazine → HCID 60128253, compound

https://huagongshe.com/reaction/2307447

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(S)-N-Boc-1-(3-bromophenyl)ethylamineHCID 56971804—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 60128253HCID 6012825364%

Reaction Steps

A mixture of (S)-[1-(3-bromophenyl)ethyl]carbamic acid tert-butyl ester (5.0 g, 16.7 mmol), 1-methylpiperazine (6.7 g, 67 mmol), Pd2(dba)3 (1.55 g, 10 mol %), di-t-butyl-biphenylphosphine (0.51 g, 10 mol %), potassium phosphate (7.2 g, 34 mmol) in ethylene glycol dimethyl ether (40 ml) was refluxed for 4 hours. After cooling to room temperature, the reaction mixture was diluted with dichloromethane (100 mL) and the precipitate was filtered off. The filtrate was concentrated under vacuum. The crude product was purified by flash chromatography over silica with ethyl acetate/hexanes (1:1) to provide (S)-{1-[3-(4-methylpiperazin-1-yl)phenyl]ethyl}carbamic acid tert-butyl ester as an oil (3.4 g, 64% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06831080B2
Source datasetuspto-grants-2004_12
ORD IDord-1faa2a4134904fbba9812fd3d012a027
Source noteuspto-grants-2004_12