1-Bromo-2-iodobenzene → 4-(2-bromophenyl)-N-(4-methoxybenzyl)-N-(thiazol-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonamide

Participants

Reaction Conditions

Reaction Steps

A microwave vial was charged with INTERMEDIATE M (0.100 g, 0.240 mmol), Xantphos (0.028 g, 0.048 mmol), 1-bromo-2-iodobenzene (0.045 mL, 0.359 mmol), Pd2(dba)3 (0.022 g, 0.024 mmol) and sodium tert-butoxide (0.046 g, 0.479 mmol). The mixture was diluted with toluene (2.395 mL), and purged with nitrogen, and stirred at 130° C. in the microwave for 20 minutes. After completion, the reaction was diluted with water, and washed with DCM. The organics were dried via phase separator, and concentrated under a vacuum. The material was then purified via 2 g SCX column. The material was concentrated to provide 4-(2-bromophenyl)-N-(4-methoxybenzyl)-N-(thiazol-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonamide, which was taken forward without further purification.

Provenance & Evidence