N-(3-Aminopropyl)morpholine → HCID 67272396, compound

Participants

Reaction Steps

In 5.0 mL of dimethylformamide were dissolved 3-(3-1H-indol-3-yl-acryloylamino)-benzoic acid (150 mg, 0.49 mmol), prepared in Example 3, and 3-morpholin-4-yl-propylamine (0.11 mL, 0.73 mmol), followed by the addition of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyl uronium hexafluorophosphate (277.6 mg, 0.73 mmol) and N,N-diisopropylethylamine (0.13 ml, 0.73 mmol). The resulting solution was stirred at room temperature and mixed with ethyl acetate and an aqueous sodium salt solution. The organic layer was dried over anhydrous magnesium sulfate. After the filtration and concentration of the residue, the concentrate was purified using Prep-TLC (methylene chloride:methanol=10:1) to produce the subject compound as a yellow solid (8) (92.6 mg, 44%).

Provenance & Evidence