HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chlorobenzaldehyde → 3-(4-Benzhydryl-1-piperazinyl)propyl methyl 4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chlorobenzaldehyde | HCID 11477 | — |
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | 3-[4-(Diphenylmethyl)piperazin-1-yl]propyl 3-oxobutanoate | HCID 19871233 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3-(4-Benzhydryl-1-piperazinyl)propyl methyl 4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | HCID 19871240 | — |
Reaction Steps
A mixture of m-chlorobenzaldehyde, 3-(4-benzhydryl-1-piperazinyl)propyl acetoacetate and methyl 3-aminocrotonate was worked up in isopropyl alcohol in the same manner as Example 1 to give 3-(4-benzhydryl-1-piperazinyl)propyl methyl 4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate as an oil. This product was further treated with methanolic hydrogen chloride. Recrystallization from methanol gave the dihydrochloride as colorless crystals, m.p. 169°-172° C. Yield 45.6%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04892875 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-a890f4a43ba8486092370d7a7a6cf978 |
| Source note | uspto-grants-1990_01 |