Stannous Chloride → HCID 89761691, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-(2-(7-(N-(4-methoxybenzyl)-N-(thiazol-2-yl)sulfamoyl)-2H-benzo[b][1,4]oxazin-4(3H)-yl)-5-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate (0.159 g, 0.221 mmol) in methanol (1.104 mL) was added tin(II) chloride (0.168 g, 0.884 mmol) and the reaction was stirred at RT for 1 h. The reaction was then heated to 60° C. for 1.5 h. The reaction mixture was concentrated under a vacuum. The residue was taken up in EtOAc, and washed with 1N NaOH (to a pH that is basic) and the layers were separated. The organic layer was washed with brine and dried over magnesium sulfate, filtered, and concentrated under a vacuum. The material was dissolved in methanol and purified via 2 g SCX column to provide tert-butyl 4-(5-amino-2-(7-(N-(4-methoxybenzyl)-N-(thiazol-2-yl)sulfamoyl)-2H-benzo[b][1,4]oxazin-4(3H)-yl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate, which was taken forward without further purification. m/z (ESI) 690.2 (M+H)+.

Provenance & Evidence