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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499762Generated: October 26, 2026

Water → 5-Chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide

https://huagongshe.com/reaction/499762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-Chloro-2-thiophenecarboxylic acidHCID 95048—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant4-Aminomethyl 1-(4-iodophenyl)imidazoleHCID 59260109—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamideHCID 24986897—

Reaction Steps

To a mixture of 5-chlorothiophene-2-carboxylic acid 1-5 (0.346 g, 2.13 mmol), 4-aminomethyl 1-(4-iodophenyl)imidazole I-2 prepared above (0.578 g, 1.93 mmol) and TEA (0.670 mL, 4.82 mmol) in DMF (10 mL), BOP (1.03 g, 2.33 mmol) was added. The mixture was then stirred at room temperature overnight. Water and EtOAc were added. The organic layer was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give 5-chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 1-6 as a solid (0.832 g), which was found to be pure enough for next reaction. MS 443.9 and 445.9 (M+H, Cl pattern).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767697B2
Source datasetuspto-grants-2010_08
ORD IDord-7d26666dd1184e4b95646535fab22832
Source noteuspto-grants-2010_08