Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353516Generated: October 27, 2026

Methyl indole-7-carboxylate → 3-(2,2,3,3-Tetramethyl-cyclopropanecarbonyl)-1H-indole-7-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/2353516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl indole-7-carboxylateHCID 676694—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
ReactantHCID 178418443HCID 178418443—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product3-(2,2,3,3-Tetramethyl-cyclopropanecarbonyl)-1H-indole-7-carboxylic Acid Methyl EsterHCID 6727030463.2%

Reaction Steps

A mixture of methyl-indole-7-carboxylate (Maybridge, 1.0 g, 5.7 mmol), ethylmagnesium bromide (1.0 M solution in THF, 6.9 mL, 6.9 mmol), zinc chloride (1.0 M solution in Et2O, 6.9 mL, 6.9 mmol) and the product of Example 1A (7.4 mmol) in 25 mL of dichloromethane was processed as described in Example 1B to provide the title compound (1.1 g, 3.6 mmol, 63% yield). MS (DCI/NH3) m/z 300 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750039B2
Source datasetuspto-grants-2010_07
ORD IDord-7244fb1f7a874b64935f4fb4c4acf3dd
Source noteuspto-grants-2010_07