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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827672Generated: October 30, 2026

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

https://huagongshe.com/reaction/1827672

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 numberUS07056912B2
Source datasetuspto-grants-2006_06
ORD IDord-7eed42a08ffc46bb8eab3ad475535542
Source noteuspto-grants-2006_06