Реакция #46140

Уравнение реакции

3-(2-aminoethyl)-6-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one hydrochloride

1-(4-methoxyphenyl)cyclopropanecarboxylic acid

triethylamine

1-hydroxybenzotriazole hydrate

1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride

→

titled product

N-[2-(6-Methoxy-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]-1-(4-methoxyphenyl)cyclopropanecarboxamide

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   Другоеthe mixture was partitioned between EtOAc and water
2. 2
   Промывкаthe organic layer was washed with saturated NaHCO3 solution and brine
3. 3
   Сушкаdried over Na2SO4
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated in vacuo
6. 6
   ДругоеThe crude residue was triturated with ether-hexane solution

Методика

To a solution of 3-(2-aminoethyl)-6-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one hydrochloride (70 mg, 0.20 mmol) in 3 mL of dimethylformamide was added 1-(4-methoxyphenyl)cyclopropanecarboxylic acid (0.39 mg, 0.20 mmol), triethylamine (0.085 mL, 0.61 mmol), 1-hydroxybenzotriazole hydrate (37 mg, 0.24 mmol), and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (47 mg, 0.24 mmol). After three hours, the mixture was partitioned between EtOAc and water, and the organic layer was washed with saturated NaHCO3 solution and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude residue was triturated with ether-hexane solution to provide the titled product. HRMS (ES) exact mass calculated for C30H30N2O4 (M+H+): 483.2258. Found 483.2279.

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