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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928152Generated: October 30, 2026

Imidazole → HCID 67431332, compound

https://huagongshe.com/reaction/928152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 67250133HCID 67250133—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 67431332HCID 67431332—

Reaction Steps

To a flask containing the product of Step 2 (2.79 g, 7.06 mmol) in DMF (71 mL) were added tert-butyldimethylsilyl chloride (1.60 g, 10.59 mmol), imidazole (0.96 g, 14.12 mmol) and DMAP (86 mg, 0.71 mmol). After two hours, the reaction was diluted with water and ethyl acetate. The organic layer was separated, dried over magnesium sulfate, filtered and concentrated in vacuo. Column chromatography on silica gel afforded N-[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-iodophenyl]-4-(trifluoromethyl)pyrimidin-2-amine. MS ESI calc'd. for C18H24F31N3OSi: [M+H]+ 510. found 510.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290490B2
Source datasetuspto-grants-2016_03
ORD IDord-ee0f8a6c318040b1b267b4733dd157ba
Source noteuspto-grants-2016_03