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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183879Generated: October 31, 2026

Imidazole → 3-Bromo-7-(tert-butyldimethylsilanyloxymethyl)imidazo[1,2-a]pyrimidine

https://huagongshe.com/reaction/2183879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant3-Bromoimidazo[1,2-a]pyrimidin-7-ylmethanolHCID 18001274—
SolventDichloromethaneHCID 6344—
Product3-Bromo-7-(tert-butyldimethylsilanyloxymethyl)imidazo[1,2-a]pyrimidineHCID 69708443100.1%

Reaction Steps

3-Bromoimidazo[1,2-α]pyrimidin-7-ylmethanol (912 mg, 4.00 mmol) was dissolved in dichloromethane (10 ml) and treated with imidazole (0.70 g, 10.3 mmol) and tert-butyldimethylsilyl chloride (0.77 g, 5.1 mmol) and the mixture left to stir at ambient temperature for 1 h. The reaction was diluted with dichloromethane (75 ml) and washed with 0.01N hydrochloric acid (2×50 ml). The organic phase was washed with saturated sodium hydrogencarbonate solution (50 ml), water (50 ml) and brine (50 ml), dried over anhydrous magnesium sulfate, filtered and evaporated to give crude 3-bromo-7-(tert-butyldimethylsilanyloxymethyl)imidazo[1,2-α]pyrimidine (1.37 g, 100%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900215B2
Source datasetuspto-grants-2005_05
ORD IDord-79678561badf4085ace28ceb05b16aab
Source noteuspto-grants-2005_05