HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → Diethyl 2-amino-4-(4-cyanophenyl)-6-methyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydro-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Reactant | 2-Cyanoethyl acetate | HCID 219224 | — |
| Reactant | Ethyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoate | HCID 68427624 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Diethyl 2-amino-4-(4-cyanophenyl)-6-methyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydro-3,5-pyridinedicarboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230017B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-ef3ca186367143c385c1a8b9bedf758c |
| Source note | uspto-grants-2007_06 |