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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483847Generated: October 30, 2026

Sodium Hydroxide → HCID 14747672, compound

https://huagongshe.com/reaction/483847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantIsobutyl chloroformateHCID 62365—
Reactant5-[(2-Oxo-1,2-dihydroquinolin-6-yl)oxy]pentanoic acidHCID 13112610—
ReactantHCID 20081645HCID 20081645—
SolventChloroformHCID 6212—
ProductHCID 14747672HCID 14747672—

Reaction Steps

2.00 Grams of 6-(4-carboxybutoxy)carbostyril is suspended in 60 ml of chloroform. Thereto is added 1.40 g of DBu. The mixture is stirred for 30 minutes at room temperature. 1.05 g of isobutyl chloroformate is added with ice cooling. Then, there is dropwise added at room temperature 1.61 g of N-(cyclohexylmethyl)-N-[2-(1-pyrrolidinyl)ethyl]amine. The mixture is stirred for 3 hours at room temperature. Then, a 0.5N aqueous sodium hydroxide solution is added, and the mixture is stirred for 10 minutes. Extraction with chloroform is effected. The extract is washed with water and dried with anhydrous magnesium sulfate. The solvent is removed by evaporation. The resulting residue is purified by a silica gel column chromatography (chloroform:methanol=20:1) and recrystallized from diethyl ether to obtain 1.00 g of 6-[4-{N-cyclohexylmethyl-N-[2-(1-pyrrolidinyl)ethyl]aminocarbonyl}butoxy]carbostyril.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05227381
Source datasetuspto-grants-1993_07
ORD IDord-43fc5d9abdc14488b56bf2b5fdd451c1
Source noteuspto-grants-1993_07