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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845871Generated: October 30, 2026

Imidazole → HCID 67257102, compound

https://huagongshe.com/reaction/1845871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 67256546HCID 67256546—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 67257102HCID 672571028.6%

Reaction Steps

To a solution of 4-(2,2-dimethyl-1,3-dioxolan-4-yl)pyrimidin-2-amine (2f) (7.18 g) in methanol (300 mL) was added p-toluenesulfonic acid monohydrate (10.49 g) and the solution was stirred at room temperature overnight. The mixture was filtered through sodium carbonate and concentrated under vacuum to give a brown solid that was dissolved in N,N-dimethylformamide (400 mL) to which was added imidazole (5.2 g) and tert-butyldimethylsilyl chloride (7.7 g) and the solution was stirred at room temperature overnight. The mixture was concentrated on silica under vacuum and purified by silica flash chromatography eluting with 50% to 75% ethyl acetate in heptane to give the title compound (850 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952001B2
Source datasetuspto-grants-2015_02
ORD IDord-63124ca53e4947948c870c0874eeb8d5
Source noteuspto-grants-2015_02