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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 1-chloroisoquinoline-4-carboxylate | HCID 3338790 | — |
| Reactant | N-(4-chlorophenethyl)-4-hydroxybenzamide | HCID 60628097 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 1-(4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenoxy)isoquinoline-4-carboxylate | HCID 67007699 | 84.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461329B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-8b814db719d3473c9dd6c31abd5e08e4 |
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| Source note | uspto-grants-2013_06 |
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