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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353532Generated: October 30, 2026

1H-Indole, 4,5,6,7-tetrafluoro- → (4,5,6,7-tetrafluoro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone

https://huagongshe.com/reaction/2353532

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indole, 4,5,6,7-tetrafluoro-HCID 140051—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product(4,5,6,7-tetrafluoro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanoneHCID 2482377512%

Reaction Steps

A mixture of 4,5,6,7-tetrafluoroindole (Matrix Scientific, 1.0 g. 5.3 mmol), ethylmagnesium bromide (1.0 M solution in THF, 6.4 mL, 6.4 mmol), zinc chloride (1.0 M solution in Et2O, 6.4 mL, 6.4 mmol) and the product of Example 1A (7.9 mmol) in 40 mL of dichloromethane was processed as described in Example 1B to provide the title compound (0.19 g, 0.61 mmol, 12% yield). MS (DCI/NH3) m/z 314 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750039B2
Source datasetuspto-grants-2010_07
ORD IDord-17f09508960d423e859a492e8a40d992
Source noteuspto-grants-2010_07