Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042038Generated: November 2, 2026

Imidazole → HCID 67252345, compound

https://huagongshe.com/reaction/2042038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 67254928HCID 67254928—
SolventDimethylformamideHCID 6228—
ProductHCID 67252345HCID 6725234567%

Reaction Steps

A mixture of Example A8 (0.263 g, 1.0 mmol), imidazole (0.0749 g, 1.1 mmol) and TBSCl (0.181 g, 1.2 mmol) in DMF (10 mL) was stirred at RT overnight. Solvent was removed under reduced pressure. The residue was quenched with H2O (10 mL) and the pH was adjusted to ˜8 by using NaHCO3. The aqueous solution was extracted with EtOAc (3×20 mL) and the combined organic layers were dried (MgSO4), concentrated in vacuo and purified by chromatography to afford 4-(4-amino-3-fluorophenoxy)-N-(2-(tert-butyldimethylsilyloxy)ethyl)pyridin-2-amine (0.252 g, 67% yield) as a light yellow oil. MS (ESI) m/z: 378.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586565B2
Source datasetuspto-grants-2013_11
ORD IDord-c566df1c1141433bb73ed14eab86f42f
Source noteuspto-grants-2013_11