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23rd September 2012 @ 23:22
1-amino-2-methyl-1-oxopropan-2-yl 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate (MD 5-2) was synthesised (0.64 g, 2.0 mmol, 47% yield).

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Upscaled synthesis of OSDD desired synthetic compound, 1-amino-2-methyl-1-oxopropan-2-yl 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate.

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Reaction start time: 5:00 PM EST 13/9/12

MD 2-1 (1 g, 4.3 mmol, 1 equiv) and 2-Bromo-2-methylpropionamide (1.4 g, 8.5 mmol, 2 equiv) were dissolved in a acetonitrile and water mixture (17 mL, 95:5). Silver Oxide (2.0 g, 8.5 mmol, 2 equiv) was added and the reaction was left at room temperature covered in aluminium foil for 18 hours.

The reaction was filtered through cellite with methanol and the filtrate was concentrated under reduced atmosphere the give the crude product (0.81 g, light orange powdery solid). The crude solid was columned (50:50 hexane:EtOAc) to give the pure product (0.64 g, 2.0 mmol, 47% yield).

The product was characterised by 1H and 13 NMR and matched the spectra of MD 5-1.

See also:
Synthesis of 1-amino-2-methyl-1-oxopropan-2-yl 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate MD (5-1)

Risk and Hazard assessment:
Same as MD 5-1
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