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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2257384Generated: October 31, 2026

1,1'-Carbonyldiimidazole → N,N-Dimethyl-4-[2-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoyl-oxyacetamide

https://huagongshe.com/reaction/2257384

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acidHCID 11057468—
Reactant2-Hydroxy-N,N-dimethylacetamideHCID 12874682—
ReactantN,N-Dimethyl-4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoyl-oxyacetamideHCID 70237481—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN,N-Dimethyl-4-[2-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoyl-oxyacetamideHCID 69303855—

Reaction Steps

N,N-Dimethyl-4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoyl-oxyacetamide--To a solution of 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acid (0.15 g, 0.42 mmol) [See Ex. 9 above] in DMF(10 ml) was added carbonyldiimidazole (0.34 g, 2.1 mmol). After stirring for 18 h at rt, N,N-dimethylglycolamide (0.43 g, 4.2 mmol) was added and stirring was continued for an additional 3h at rt. The reaction mixture was poured into H2O, extracted with EtOAc and evaporated. The residue was purified by flash chromatography eluting with a solvent gradient of 2% MeOH/CHCl3 to afford the title compound: CIMS (NH3, m/z): 445 (M+ +H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05656644
Source datasetuspto-grants-1997_08
ORD IDord-d059349f84544cc296df2df439988458
Source noteuspto-grants-1997_08