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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766350Generated: November 3, 2026

Piperidine → Diethyl 2-amino-4-(4-cyanophenyl)-6-methyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydro-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/1766350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant4-CyanobenzaldehydeHCID 66042—
Reactant2-Cyanoethyl acetateHCID 219224—
ReactantEthyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoateHCID 68427624—
SolventEthanolHCID 702—
ProductDiethyl 2-amino-4-(4-cyanophenyl)-6-methyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydro-3,5-pyridinedicarboxylateHCID 10345841—

Reaction Steps

Cyanoethylacetate (2.07 g, 18.3 mmol) and 4-cyanobenzaldehyde (2.40 g, 18.3 mmol) are dissolved in ethanol (125 ml) under an argon atmosphere. Piperidine (46.7 mg, 0.55 mmol) is added, and the reaction mixture is stirred for 2 hours at room temperature. An ethanol (300 ml) solution of Example 1A (5.00 g, 18.3 mmol) and additional piperidine (0.156 g, 1.83 mmol) is added, and the reaction mixture is stirred at reflux for 16 hours. The reaction mixture is concentrated in vacuo and chromatographed over silica get with cyclohexane/ethyl acetate mixtures to give a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230017B2
Source datasetuspto-grants-2007_06
ORD IDord-ef3ca186367143c385c1a8b9bedf758c
Source noteuspto-grants-2007_06