HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chlorobenzaldehyde → 2-(4-Benzhydryl-1-piperazinyl)ethyl 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 | Butanoic acid, 3-oxo-, 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl ester | HCID 11740518 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-(4-Benzhydryl-1-piperazinyl)ethyl methyl 4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | HCID 19871263 | 28.3% |
Reaction Steps
A mixture of m-chlorobenzaldehyde, 2-(4-benzhydryl-1-piperazinyl)ethyl acetoacetate and methyl 3-aminocrotonate was worked up in isopropyl alcohol in the same manner as Example 1 to give 2-(4-benzhydryl-1-piperazinyl)ethyl methyl 4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate as a light yellow powder, m.p. 74°-80° C. (sintering). Yield 28.3%. IR(Nujol)cm-1 : 3325, 1695, 1680. NMR(CDCl3) δ: 2.32(6H,s, ##STR36## 3.60(3H,s,COOCH3), 4.96(1H,s,C(4) --H), 5.64(1H,broad s, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04892875 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-99bb6428d72442278e8c8e2a6eba242e |
| Source note | uspto-grants-1990_01 |