TCMDC_ArylPyrrole

Repeat of Reductive amination of pyrrole aldehyde with crude PMY 53-2 (PMY 56-1)

AEW (100 mg, 0.46 mmol, 1 equiv.) and crude AEW 83-1 (75 mg) were dissolved in MeOH (5 mL) and acetic acid (0.13 mL) and stirred at room temperature for 1 h. Sodium cyanoborohydride (32 mg, 0.5 mmol, 1.1 equiv.) was added in 3 portions over 5 mins and stirred at room temperature overnight. Reaction complete by TLC.

MeOH removed in vacuo and then the crude orange oil treated with 1M NaOH (5 mL). The mixture was then extracted with DCM (2 x 10 mL). The organic extracts were washed with brine then dried (MgSO₄) and concentrated to give an orange oil.

Crude indicated desired product - Purified by flash column (1-20% MeOH with 0.5% NH₃) no product recovered.

Data: (TLC, 5% MeOH in CH₂Cl₂₎

Hazard and Risk Assessment:

See Reductive amination of pyrrole aldehyde with crude PMY 53-2 (PMY 56-1)