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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 502220Generated: October 26, 2026

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

https://huagongshe.com/reaction/502220

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 1Gb, 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 numberUS07772271B2
Source datasetuspto-grants-2010_08
ORD IDord-904febc561884bdb923c073d01c52dea
Source noteuspto-grants-2010_08