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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966566Generated: October 31, 2026

Imidazole → HCID 58464027, compound

https://huagongshe.com/reaction/1966566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 58464066HCID 58464066—
SolventDichloromethaneHCID 6344—
ProductHCID 58464027HCID 58464027—

Reaction Steps

(2.4 g, 3.47 mmol, 50%) (4RS)-4-Hydroxy-1-(5-iodo-pyridin-2-yl)-3,3-dimethyl-pyrrolidine-2,5-dione (Example 14, step 2) was dissolved in dichloromethane (20 ml). Imidazole (520 mg, 7.63 mmol) and tert-butyldiphenylchlorosilane (1.0 g, 3.64 mmol) were added at room temperature and the mixture was stirred for 3 hours at room temperature. Sat. NaHCO3 solution was added and the mixture was extracted with dichloromethane. The organic extracts were dried with sodium sulfate, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (ethyl acetate/heptane gradient 0:100 to 30:70). The desired compound was obtained as a white solid (1.5 g, 74% yield), MS: m/e=585.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420661B2
Source datasetuspto-grants-2013_04
ORD IDord-838719fa1c514e8cbb71c9ef21f61566
Source noteuspto-grants-2013_04