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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043289Generated: November 2, 2026

Potassium Iodide → HCID 44430175, compound

https://huagongshe.com/reaction/2043289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Benzyloxybenzyl chlorideHCID 70042—
Reactant5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indoleHCID 66968833—
Reactantdichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 66968977—
SolventDimethylformamideHCID 6228—
ProductHCID 44430175HCID 44430175—

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (60%) (120 mg, 3 mmol) was added into a solution of dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole. 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole (538 mg, 2 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. 4-benzyloxy-benzyl chloride (698 mg, 3 mmol) and potassium iodide (498 mg, 3 mmol) were then added to the reaction mixture at 0° C. The reaction temperature was raised to 25° C. and then the reaction mixture was stirred for 18 hours. NH4Cl (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO4. The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes (0% to 70%) yielded the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586616B2
Source datasetuspto-grants-2013_11
ORD IDord-455217f387d842afbc2d3dcf8a31064d
Source noteuspto-grants-2013_11