Reaction #46141

Reaction equation

4-(methoxy)benzoyl chloride

1-amino-N-[2-(6-methoxy-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]cyclopropanecarboxamide hydrochloride

triethylamine

→

titled compound

4-Methoxy-N-[1-({[2-(6-methoxy-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]amino}carbonyl)cyclopropyl]benzamide

Solvents

dimethylformamide

Conditions

Workup

1. 1
   Concentrationthe mixture was concentrated in vacuo
2. 2
   OtherPurification by preparative reversed phase HPLC

Procedure

To a solution of 1-amino-N-[2-(6-methoxy-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]cyclopropanecarboxamide hydrochloride (30 mg, 0.117 mmol) in 3 mL of dimethylformamide was added triethylamine (0.049 mL, 0.35 mmol), followed by 4-(methoxy)benzoyl chloride (24 mg, 0.14 mmol). After 3 days, the mixture was concentrated in vacuo. Purification by preparative reversed phase HPLC provided the titled compound. ESI+MS: 526.0 [M+H]+.

Source