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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75496Generated: October 25, 2026

Hexamethyldisilazane → Ethyl 1-cyclopentyl-2,5-dimethyl-1H-imidazole-4-carboxylate

https://huagongshe.com/reaction/75496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethyldisilazaneHCID 13838—
ReactantAmmonium SulfateHCID 6097028—
Reactant(E)-Ethyl 2-acetamido-3-(cyclopentylamino)but-2-enoateHCID 54579442—
ProductEthyl 1-cyclopentyl-2,5-dimethyl-1H-imidazole-4-carboxylateHCID 5457944371.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

Ammonium sulfate (100 mg) was added to a solution of (E)-ethyl 2-acetamido-3-(cyclopentylamino)but-2-enoate (compound 18, 1.5 g, 5.9 mmol) and hexamethyldisilazane (15 mL) and refluxed overnight at 150° C. The reaction mixture was evaporated and extracted with EA and water. The organic layer was evaporated and the residue was purified with 20% methanol in CH2Cl2 to produce as a light brown solid (1.0 g, 71.4% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835436B2
Source datasetuspto-grants-2014_09
ORD IDord-d60c4c69e8b14d838b11d92221ff0a9b
Source noteuspto-grants-2014_09