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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240378Generated: October 26, 2026

4-Methylmorpholine → 1-(5-Methyl-2-(pyridin-4-yl)benzoyl)piperidin-4-one

https://huagongshe.com/reaction/240378

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 2734059—
Reactant4-Piperidone hydrochlorideHCID 3084851—
Reactant5-Methyl-2-(pyridin-4-yl)benzoic acid hydrochlorideHCID 86680842—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-(5-Methyl-2-(pyridin-4-yl)benzoyl)piperidin-4-oneHCID 8668084831%

Reaction Steps

A suspension of 5-methyl-2-(pyridin-4-yl)benzoic acid hydrochloride (2.0 g), piperidin-4-one hydrochloride (1.2 g), DMTMM (3.3 g) and N-methylmorpholine (2.6 mL) in DMF (30 mL) was stirred at room temperature for 5 hr, and then overnight at 100° C. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.73 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648079B2
Source datasetuspto-grants-2014_02
ORD IDord-e5f3a5eb1548437391af722717e65e5d
Source noteuspto-grants-2014_02