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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180993Generated: October 29, 2026

1-Methylpiperazine → N-Desethyl-N-Methyl Vardenafil

https://huagongshe.com/reaction/2180993

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzene-1-sulfonyl chlorideHCID 135430159—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-Desethyl-N-Methyl VardenafilHCID 13554414188%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.23 g (3 mmol) of 4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydro-imidazo[5,1-f][1,2,4]triazin-2-yl)-benzenesulphonyl chloride are dissolved in 40 ml of dichloromethane and cooled to 0° C. After addition of a spatula tip of DMAP, 0.90 g (9.00 mmol) of N-methylpiperazine are added, and the reaction mixture is stirred at room temperature overnight. The mixture is diluted with dichloromethane, the organic phase is washed twice with water and dried over sodium sulphate and the solvent is removed under reduced pressure. Crystallization from ether gives 1.25 g (88%) of a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06890922B2
Source datasetuspto-grants-2005_05
ORD IDord-687a061edd514733aa1e68e40dbc85df
Source noteuspto-grants-2005_05