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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17722Generated: October 26, 2026

Dimethylformamide → [3-(4-{2-butyl-1-[4-(dibenzofuran-2-yloxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amine

https://huagongshe.com/reaction/17722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-(Dibenzofuran-2-yloxy)anilineHCID 66977456—
Reactant2-Bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanoneHCID 86591969—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product[3-(4-{2-butyl-1-[4-(dibenzofuran-2-yloxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-propyl]-diethyl-amineHCID 59699291—

Reaction Steps

To a stirred solution of 4-(dibenzofuran-2-yloxy)aniline (1.2 eq., 2.5 mmol) in anhydrous DMF (5 mL) DIEA (3 eq. 7.5 mmol) was added, followed by slow addition of the 2-bromo-1-{4-[3-(diethylamino)propoxy]phenyl}ethanone described above (2.3 mmol), according to General Procedure R2. The reaction mixture was stirred under nitrogen at rt until completion, as indicated by TLC or HPLC. The reaction mixture was then diluted with cold H2O and the product was isolated in EtOAc. The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of solvent in vacuuo afforded the desired product. The crude alkylated aniline was used for further transformation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737285B2
Source datasetuspto-grants-2010_06
ORD IDord-0ae62f22393844cdaee804dbe020b8a7
Source noteuspto-grants-2010_06