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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022371Generated: November 2, 2026

Water → Methyl 4-[2-(2,5-dimethyl-phenyl)acetylamino]-1-methoxy-piperidine-4-carboxylate

https://huagongshe.com/reaction/1022371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant(2,5-Dimethylphenyl)acetyl chlorideHCID 22561615—
Reactant4-Amino-1-methoxy-piperidine-4-carboxylic acid methyl ester hydrochlorideHCID 66631783—
SolventAcetonitrileHCID 6342—
ProductMethyl 4-[2-(2,5-dimethyl-phenyl)acetylamino]-1-methoxy-piperidine-4-carboxylateHCID 4460392871.6%

Reaction Steps

To 5.4 g of potassium carbonate and 2 g of 4-Amino-1-methoxy-piperidine-4-carboxylic acid methyl ester hydrochloride in 10 ml of acetonitrile, 1.94 g of (2,5-dimethyl-phenyl)-acetyl chloride in 5 ml of acetonitrile are added at a temperature of 0-5° C. After stirring for 22 h at room temperature the reaction mixture is poored on cold water and extracted with ethyl-acetate. The organic phase is dried over sodium sulfate, filtered and evaporated to yield 2.13 g of methyl 4-[2-(2,5-dimethyl-phenyl)acetylamino]-1-methoxy-piperidine-4-carboxylate as beige cristalline solid. 1H-NMR (CDCl3): □ 1.95-2.30 (br signals, total 4H), 2.27 (s, 3H), 2.33 (s, 3H), 2.77-3.23 (br signals, total 4H), 3.48 (s, 3H), 3.54 (s, 2H), 3.71 (s, 3H), 5.40 (br s, 1H), 7.02 (s, 1H), 7.04 (d, 1H), 7.11 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722578B2
Source datasetuspto-grants-2014_05
ORD IDord-d46bdca5a38944a494ab77b3a802f691
Source noteuspto-grants-2014_05