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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410412Generated: November 1, 2026

Imidazole → HCID 67431332, compound

https://huagongshe.com/reaction/410412

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 6743133296.2%

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. Column chromatography on silica gel was used for purification to yield N-[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-iodophenyl]-4-(trifluoromethyl)pyrimidin-2-amine (3.46 g, 6.79 mmol, 96% yield). MS ESI: [M+H]+ m/z 510.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759366B2
Source datasetuspto-grants-2014_06
ORD IDord-71c3c7eb91af4ce783adf0bdc01428e4
Source noteuspto-grants-2014_06