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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735450Generated: October 26, 2026

Ethyl 3-iodobenzoate → Ethyl 3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzoate

https://huagongshe.com/reaction/735450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-iodobenzoateHCID 143542—
Reactant3-(3-Ethynylphenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazoleHCID 86603013—
CatalystTetrabutylammonium AcetateHCID 82707—
SolventDimethylformamideHCID 6228—
ProductEthyl 3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzoateHCID 8660301446.8%

Reaction Steps

A solution of 3-(3-ethynylphenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazole (0.103 g, 0.24 mmol), ethyl 3-iodobenzoate (0.042 mL, 0.25 mmol), tetrabutylammonium acetate (0.108 g, 0.36 mmol) and 8.8 mg of tris-(dibenzylidineacetone)-dipalladium in 2 mL of dry DMF was stirred at ambient temperature for 3 hours. The reaction mixture was partitioned with ethyl acetate and H2O. The organic phase was concentrated in vacuo and purified by flash chromatography (silica 60, CH2Cl2-hexane, 1:1) to give the title compound (0.065 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592363B2
Source datasetuspto-grants-2009_09
ORD IDord-0c34ea2679e5403b99330f3e14893949
Source noteuspto-grants-2009_09