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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227435Generated: October 26, 2026

5-Fluoroindole → (5-fluoro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone

https://huagongshe.com/reaction/227435

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-FluoroindoleHCID 67861—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product(5-fluoro-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanoneHCID 2482434140%

Reaction Steps

A mixture of 5-fluoroindole (0.34 g. 2.5 mmol), ethylmagnesium bromide (1.0 M solution in THF, 3.0 mL, 3.0 mmol), zinc chloride (1.0 M solution in Et2O, 3.0 mL, 3.0 mmol) and the product of Example 1A (3.7 mmol) in 25 mL of dichloromethane was processed as described in Example 1B to provide the title compound (0.26 g, 1.0 mmol, 40% yield). MS (DCI/NH3) m/z 260 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560481B2
Source datasetuspto-grants-2009_07
ORD IDord-44bf286bbdbb4db8bd47186e5ef00a3b
Source noteuspto-grants-2009_07