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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714251Generated: November 3, 2026

Sodium hydride → HCID 59682304, compound

https://huagongshe.com/reaction/1714251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-[4-(Bromomethyl)phenyl]-1H-pyrroleHCID 2795456—
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 59682304HCID 59682304—

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (60%) (60 mg, 1.5 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 (269 mg, 1 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. 1-[4-(bromomethyl)phenyl]-1H-pyrrol (354 mg, 1.5 mmol) was 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 numberUS07795446B2
Source datasetuspto-grants-2010_09
ORD IDord-1631025a01754556bd2563d54c65948c
Source noteuspto-grants-2010_09