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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802576Generated: November 1, 2026

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

https://huagongshe.com/reaction/1802576

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 1-2 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 numberUS08349873B2
Source datasetuspto-grants-2013_01
ORD IDord-28546f59efb54437b86294ead21593ff
Source noteuspto-grants-2013_01