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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677968Generated: October 28, 2026

Imidazole → HCID 86618720, compound

https://huagongshe.com/reaction/1677968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 86618721HCID 86618721—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86618720HCID 8661872086%

Reaction Steps

To a solution of {(3aR,4R,6R,6aS)-6-[(6-iodopyrimidin-4-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol (1.321 g, 3.38 mmol) and 1H-imidazole (0.552 g, 8.10 mmol) in DMF (16.9 mL) was added tert-butyldimethylsilyl chloride (0.534 g, 3.54 mmol) and the reaction was stirred overnight. The solution was diluted with H2O and extracted with EtOAc (3×). The combined organic layers were washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The crude mixture was purified by flash chromatography (10 to 40% EtOAc/hexanes) to afford the title compound (1.465 g, 86%). LC/MS: Rt=2.47 min ES+ 506 (FA Standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008307B2
Source datasetuspto-grants-2011_08
ORD IDord-0348a44b02d847d1b7e5f655b1e6c09a
Source noteuspto-grants-2011_08