Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009632Generated: October 30, 2026

Water → N-[4-(3-cyano-6-ethoxy-1-ethyl-indol-2-yl)phenyl]cyclopropanecarboxamide

https://huagongshe.com/reaction/1009632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
Reactant2-(4-aminophenyl)-6-ethoxy-1-ethyl-1H-indole-3-carbonitrileHCID 59425274—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductN-[4-(3-cyano-6-ethoxy-1-ethyl-indol-2-yl)phenyl]cyclopropanecarboxamideHCID 2505216899%

Reaction Steps

To a solution of compound 2-(4-aminophenyl)-6-ethoxy-1-ethyl-1H-indole-3-carbonitrile (3.66 g, 12 mmol), prepared as described in example 1 Gb, in 20 mL of THF is added Et3N (3.37 ml) and cyclopropanecarbonyl chloride (1.6 mL, 18 mmol). The mixture is stirred for 3 h at room temperature. Then water and ethyl acetate are added to the reaction mixture. The organic layer is separated, washed with brine (2×), dried over anhydrous Na2SO4, filtered and concentrated. The residue is recrystallized with ethyl acetate and hexane to yield 99% of cyclopropanecarboxylic acid [4-(3-cyano-6-ethoxy-1-ethyl-1H-indol-2-yl)-phenyl]-amide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973069B2
Source datasetuspto-grants-2011_07
ORD IDord-90b240e9636242b4832cf77441d09a8c
Source noteuspto-grants-2011_07