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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975604Generated: October 25, 2026

Dicyclohexylcarbodiimide → 6-(1-Imidazolylmethyl)benzoxazol-2-yl-methyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/1975604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl esterHCID 173322—
Reactant2-Hydroxymethyl-6-(1-imidazolylmethyl)benzoxazoleHCID 70047035—
SolventTolueneHCID 1140—
Product6-(1-Imidazolylmethyl)benzoxazol-2-yl-methyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylateHCID 70048044—

Reaction Steps

332 mg (1 mM) of 1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)pyridine-3-carboxylic acid together with 229 mg (1 mM) of 2-hydroxymethyl-6-(1-imidazolylmethyl)benzoxazole 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 to 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 off, the residue was purified by chromatography on a silica gel column, whereby the captioned compound was obtained. The yield was 542 mg (99.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05286869
Source datasetuspto-grants-1994_02
ORD IDord-226a9f9367aa4ac39fbe3ddc55086a66
Source noteuspto-grants-1994_02