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11th December 2012 @ 03:32
AEW%2028-2.png

AEW 3-5 (crude recovered from AEW 28-1, 173 mg) was dissolved in DMF (5 mL) at 0˚C and NaH (60% dispersed in mineral oil, 44 mg, 1.1 mmol, 1.2 equiv.) was added and the reaction mixture stirred at 0 ˚C for 30 minutes. Bromoacetonitrile (73 microlitres, 1.1 mmol, 1.2 equiv.) was added at 0 ˚C and the reaction mixture stirred for 5 minutes prior to the removal of the ice bath. After 2 hours, no reaction observed. After 5 hours, the reaction mixture turned black suggesting decomposition.

Hazard and Risk Assessment:
See: Synthesis of 2-((1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)methoxy)acetonitrile (AEW 28-1). But with use of DMF instead of MeCN. DMF: Flammable, harmful by inhalation and in contact with skin, irritating to eyes and may cause harm to the unborn child. Risk Cat: 2, HU, Sl.
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AEW 28-2.png