Potassium Carbonate → ethyl 2-(1-((tert-butoxycarbonyl)amino)ethyl)-5-(3-((2,2-difluoroethyl)amino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate

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Reaction Steps

This compound (950 mg, 82% yield) as yellow crystalline solid was prepared according to the procedure described for Intermediate 293b, using 2-bromo-1-(3-((2,2-difluoroethyl)amino)-2-methylquinoxalin-5-yl)ethanone (617) (790 mg, 2.295 mmol), (R)-ethyl 4-((tert-butoxycarbonyl)amino)-3-oxopentanoate (602) (714 mg, 2.75 mmol) and K2CO3 (793 mg, 5.74 mmol) in DMF (7.0 mL) as the starting material, followed by the treatment of the resulting 4-ethyl 4-((tert-butoxycarbonyl)amino)-2-(2-(3-((2,2-difluoroethyl)amino)-2-methylquinoxalin-5-yl)-2-oxoethyl)-3-oxopentanoate (1.03 g, m/z (ESI, +ve ion) 523.1 (M+H)+) with NH4OAc (1.42 g, 18.36 mmol) in EtOH (6 mL) and AcOH (2 mL). 19F NMR (376 MHz, CDCl3) δ ppm −122.78 (1F, s), −123.02 (1F, s). m/z (ESI, +ve ion) 504.1 (M+H)+.

Provenance & Evidence