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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273855Generated: October 27, 2026

Acetic Acid → 5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile

https://huagongshe.com/reaction/273855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant1-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy) ethylamino]propyl]indoline-7-carbonitrileHCID 20094358—
SolventEthanolHCID 702—
Product5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrileHCID 2009438386.8%

Reaction Steps

To a solution of 1-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile (167 mg) in ethanol (2.2 ml) was added a 5N-sodium hydroxide solution (1.1 ml), and the mixture was reacted at room temperature for 2.5 hours. The reaction mixture was neutralized by adding acetic acid, and extracted with methylene chloride. The extract was washed with water and a saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 133 mg of 5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387603
Source datasetuspto-grants-1995_02
ORD IDord-0e78d18487e64198836ea2a8fa7e5f46
Source noteuspto-grants-1995_02