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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1417079Generated: 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/1417079

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 3 h 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 numberUS05916891
Source datasetuspto-grants-1999_06
ORD IDord-c8593becb19e459a9d3431d0bcba83a1
Source noteuspto-grants-1999_06