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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180932Generated: October 31, 2026

4-Methylmorpholine → 1-(3,5-dimethoxyphenyl)-4-(4-quinolyl-carbonyl)piperazine

https://huagongshe.com/reaction/2180932

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant4-Quinolinecarboxylic acidHCID 10243—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant1-(3,5-Dimethoxyphenyl)piperazineHCID 2736205—
SolventDimethylformamideHCID 6228—
Product1-(3,5-dimethoxyphenyl)-4-(4-quinolyl-carbonyl)piperazineHCID 9864507—

Reaction Steps

2 g (11.5 mmol) of quinoline-4-carboxylic acid were suspended in 80 ml of DMF. With stirring, 1.74 g (17.2 mmol) of N-methylmorpholine and then a solution of 8.95 g (17.2 mmol) of Py-BOP (1-benzotriazolyltripyrrolidinophosphonium hexafluorophosphate) and 2.56 g (11.5 mmol) of 1-(3,5-dimethoxyphenyl)piperazine in 25 ml of DMF were added to this mixture. The mixture was stirred at RT for 12 h, the DMF was distilled off under reduced pressure and the residue was purified on a silica gel column (Kieselgel 60, from Merck AG, Darmstadt) using the mobile phase dichloromethane/methanol/25 percent ammonia (90:10:1 v/v/v).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06890926B2
Source datasetuspto-grants-2005_05
ORD IDord-1469e6158f914c3e90afcccc65a1297b
Source noteuspto-grants-2005_05