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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499791Generated: November 1, 2026

Water → N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)-1H-indole-6-carboxamide

https://huagongshe.com/reaction/499791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant1H-indole-6-carboxylic acidHCID 595230—
Reactant4-Aminomethyl 1-(4-iodophenyl)imidazoleHCID 59260109—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)-1H-indole-6-carboxamideHCID 66974184—

Reaction Steps

To a solution of indole-6-carboxylic acid (85 mg, 0.528 mmol), 4-aminomethyl 1-(4-iodophenyl)imidazole I-2 prepared in Example 1 (136 mg, 0.455 mmol) and TEA (0.150 mL, 1.08 mmol) in DMF (4 mL), BOP (280 mg, 0.633 mmol) was added. After the mixture was stirred at room temperature overnight, water and EtOAc were added. The organic layer was separated, washed with 5% aq. NaHCO3, dried over Na2SO4, concentrated in vacuo to give N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)-1H-indole-6-carboxamide as a crude sample, which was used in the next reaction without further purification. MS 443.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767697B2
Source datasetuspto-grants-2010_08
ORD IDord-105163e648ef416abcc79d9b6b2e9b1b
Source noteuspto-grants-2010_08