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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353528Generated: October 27, 2026

1H-indole-6-carbonitrile → 3-(2,2,3,3-Tetramethyl-cyclopropanecarbonyl)-1H-indole-6-carbonitrile

https://huagongshe.com/reaction/2353528

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-indole-6-carbonitrileHCID 85146—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
Product3-(2,2,3,3-Tetramethyl-cyclopropanecarbonyl)-1H-indole-6-carbonitrileHCID 2482448049%

Reaction Steps

A mixture of 6-cyanoindole (Lancaster, 1.0 g, 7.0 mmol), ethylmagnesium bromide (1.0 M solution in THF, 8.4 mL, 8.4 mmol), zinc chloride (1.0 M solution in Et2O, 8.4 mL, 8.4 mmol) and the product of Example 1A (11 mmol) was processed as described in Example 1B to provide the title compound (0.91 g, 3.4 mmol, 49% yield). MS (DCI/NH3) m/z 267 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750039B2
Source datasetuspto-grants-2010_07
ORD IDord-28195e18f256477baa48fd4dde247f61
Source noteuspto-grants-2010_07