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8th August 2013 @ 06:03

Repeat of Reductive alkylation of glycinamide (PMY 51-2)

<img src="http://malaria.ourexperiment.org/data/files/2514/PMY51-1.png" width=550px />


Glycinamide hydrochloride (2.00 g, 18.1 mmol, 1 equiv.) was dissolved in water (2 mL, heated then cooled). Sodium hydroxide (0.77 g, 19.3 mmol, 1.07 equiv) was added. A precipitate formed. Water removed under vacuum. Residue stirred in methanol (45 mL) and acetic acid (4.5 mL). Hazy partial solution. Benzaldehyde (1.85 mL, 18.1 mmol, 1 equiv.) added and the mixture stirred at room temperature for 20 minutes. Sodium cyanoborohydride (1.25 g, 19.9 mmol, 1.1 equiv.) was added portionwise over 25 minutes. 

Hazard and Risk Assessment:

See: Synthesis of amine-linked analogue of TCMDC-123812 via reductive amination using sodium cyanoborohydride (PMY 38-4) Reaction scaled up from previous by factor of 4 (from 4.5 to 18.1 mmol), but has already been performed on this scale see: Reductive alkylation of glycinamide (PMY 51-2) .