(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → 6-Iodo-4-methoxy-3-(5-methyl-oxazol-2-yl)-quinoline

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-iodo-4-methoxy-quinoline-3-carboxylic acid (2-oxo-propyl)-amide (example 16b) (1.3 g, 3.38 mmol) and Burgess Regent ((methoxycarbonylsulfamoyl)-triethylammonium hydroxide, inner salt) (2.0 g, 8.5 mmol) in THF was heated to 150° C. for 15 min by microwave. The solvent was removed by rotary evaporator. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 0%-50% ethyl acetate in hexanes in 30 min) afforded 6-iodo-4-methoxy-3-(5-methyl-oxazol-2-yl)-quinoline (0.49 g, 40%) as a white solid. LC-MS m/e 367 (MH+).

Provenance & Evidence