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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626544Generated: October 25, 2026

1-Methylpiperazine → 4-Methylpiperazine-1-carboxamide

https://huagongshe.com/reaction/626544

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantPhenyl carbamateHCID 69322—
CatalystYtterbium triflateHCID 2733225—
SolventAcetonitrileHCID 6342—
Product4-Methylpiperazine-1-carboxamideHCID 41026168%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of phenyl carbamate (20.0 g, 146 mmol) in MeCN (200 mL) was added N-methylpiperazine (20.00 g, 200 mmol) followed by catalytic amount of ytterbium triflate (0.500 g, 1.061 mmol) and the resulting mixture was heated at 80° C. for 1 h. The solvent from the reaction mixture was completely evaporated and the residue was crystallized from MTBE to provide 4-methylpiperazine-1-carboxamide (14.2 g, 68% yield) as white solid 1H NMR (400 MHz, DMSO-d6): δ 5.92 (s, 2H), 3.42 (t, J=4.9 Hz, 4H), 2.19 (t, J=4.9 Hz, 4H), 2.14 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309224B2
Source datasetuspto-grants-2016_04
ORD IDord-595f204a14c54ab191ade6c88de3a1b8
Source noteuspto-grants-2016_04