HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → (E)-3-[4-(1-imidazolylmethyl)phenyl]-2-methyl-2-propen-1-yl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-pyridine-3,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester | HCID 173322 | — |
| Reactant | (E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-ol | HCID 21648924 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (E)-3-[4-(1-imidazolylmethyl)phenyl]-2-methyl-2-propen-1-yl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-pyridine-3,5-dicarboxylate | HCID 88457186 | — |
Reaction Steps
332 mg (1 mM) of 1,4-dihydro-2,6-dimethyl-5-methoxycabonyl-4-(3-nitrophenyl)pyridine-3-carboxylic acid together with 228 mg (1 mM) of (E)-3-{4-(1-imidazolylmethyl)-phenyl}-2-propen-1-ol, 248 mg (1.2 mM) of dicyclohexylcarbodiimide and 134 mg (1.1 mM) of 4-N,N-dimethylaminopyridine were dissolved in 5 ml of toluene, while heating, and refluxed for six hours. The solution was cooled in room temperature, and the crystals produced were filtered off. The filtrate was washed with water and dried over anhydrous sodium sulfate. After the solvent was distilled away, the residue was purified by chromatography on a silica gel column, whereby the captioned compound was obtained. The yield was 523 mg (96.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05286869 |
| Source dataset | uspto-grants-1994_02 |
| ORD ID | ord-cb39c038485e4602bf2f0f190731b7e5 |
| Source note | uspto-grants-1994_02 |