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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192566Generated: November 2, 2026

Imidazole → HCID 67130720, compound

https://huagongshe.com/reaction/2192566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant5-Methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enolHCID 67130710—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67130720HCID 67130720—

Reaction Steps

To a solution of 5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol (1.0 equiv.) in DMF (0.5 M) was added imidazole (4.0 equiv.) and TBDMSCl (2.5 equiv.). After stirring for 18 hours the solution was portioned between EtOAc and H2O and separated. After washing further with H2O (3×) and NaCl(sat.), drying over MgSO4, filtering and removal of solvents, 4-(3-(tert-butyldimethylsilyloxy)-5-methylcyclohex-1-enyl)-3-nitropyridine was obtained (85%). LC/MS=349.2 (M+H), LC=5.99 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329732B2
Source datasetuspto-grants-2012_12
ORD IDord-de9f17b76df44f76b1c36594bcf4671d
Source noteuspto-grants-2012_12