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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1256944Generated: November 1, 2026

Ethyl Acetate → Methyl 1-(4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenoxy)isoquinoline-4-carboxylate

https://huagongshe.com/reaction/1256944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 1-chloroisoquinoline-4-carboxylateHCID 3338790—
ReactantN-(4-chlorophenethyl)-4-hydroxybenzamideHCID 60628097—
SolventDimethylformamideHCID 6228—
ProductMethyl 1-(4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenoxy)isoquinoline-4-carboxylateHCID 6700769984.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of N-[2-(4-chlorophenyl)ethyl]-4-hydroxy benzamide (605 mg) and 1-chloro-isoquinoline-4-carboxylic acid methyl ester (443 mg) and potassium carbonate (332 mg) in DMF (4 ml) was stirred at 60° C. for two hours. Ethyl acetate was added thereto, and the reaction solution was washed with water, and then washed with a saturated saline solution. The organic layer was dried over anhydrous magnesium sulfate, and then evaporated under reduced pressure to remove the solvent. The resulting crude product was purified by column chromatography (NH type silica gel, chloroform/n-hexane=50 to 80%) to give methyl 1-(4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenoxy)isoquinoline-4-carboxylate (782 mg) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461329B2
Source datasetuspto-grants-2013_06
ORD IDord-8b814db719d3473c9dd6c31abd5e08e4
Source noteuspto-grants-2013_06