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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220475Generated: November 1, 2026

Sodium Iodide → 3-[(3-{4-[5-Acetyl-1-(3-fluoropropyl)-1H-pyrrol-3-yl]-2-amino-1-methyl-5-oxo-4,5-dihydro-1H-imidazol-4-yl}phenoxy)methyl]benzamide

https://huagongshe.com/reaction/2220475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantCesium carbonateHCID 10796—
Reactant3-Chloromethyl-benzamideHCID 737145—
Reactant5-[5-acetyl-1-(3-fluoropropyl)-1H-pyrrol-3-yl]-2-amino-5-(3-hydroxyphenyl)-3-methyl-3,5-dihydro-4H-imidazol-4-oneHCID 59772654—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-[(3-{4-[5-Acetyl-1-(3-fluoropropyl)-1H-pyrrol-3-yl]-2-amino-1-methyl-5-oxo-4,5-dihydro-1H-imidazol-4-yl}phenoxy)methyl]benzamideHCID 59772759—

Reaction Conditions

Temperature45 °C

Reaction Steps

A mixture of 5-[5-acetyl-1-(3-fluoropropyl)-1H-pyrrol-3-yl]-2-amino-5-(3-hydroxyphenyl)-3-methyl-3,5-dihydro-4H-imidazol-4-one, 3-(chloromethyl)benzamide, sodium iodide, and cesium carbonate in dimethylformamide was heated to 45° C. for 16 hours. The cooled reaction mixture was poured into ethyl acetate and washed with water. The organic phase was dried over sodium sulfate and evaporated. The resultant residue was purified by HPLC using a CN bonded phase preparative column and by precipitation from hexane to give the title product as a white solid, identified by NMR and mass spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417047B2
Source datasetuspto-grants-2008_08
ORD IDord-197137909d54496ca9b52a5371aaed4a
Source noteuspto-grants-2008_08