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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717272Generated: October 31, 2026

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

https://huagongshe.com/reaction/717272

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 numberUS09193709B2
Source datasetuspto-grants-2015_11
ORD IDord-ed054db11be24c79afda1cf0d7d43b0f
Source noteuspto-grants-2015_11