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29th October 2012 @ 03:31
Reaction Scheme

PMY 2-5 (200 mg, 0.92 mmol, 1 equiv.) was dissolved in anhydrous MeOH (10 mL) and AcOH (0.24 mL) was added. 4-(Aminomethyl)piperidine (111 μL, 0.92 mmol, 1 equiv.) was added and the reaction mixture stirred at room temperature for 2 h. Sodium cyanoborohydride (64 mg, 1.01 mmol, 1.1 equiv.) was added in two portions over two minutes and the reaction mixture stirred at room temperature for x hours.

TLC (5% MeOH in DCM) after x hours, UV then vanillin: