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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975592Generated: October 30, 2026

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

https://huagongshe.com/reaction/1975592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl esterHCID 173322—
Reactant(E)-3-[4-(1-imidazolylmethyl)phenyl]-2-propen-1-olHCID 21648924—
SolventTolueneHCID 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-dicarboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05286869
Source datasetuspto-grants-1994_02
ORD IDord-cb39c038485e4602bf2f0f190731b7e5
Source noteuspto-grants-1994_02