2-Bromo-1,3-benzothiazole → HCID 87378836, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 115B (0.335 g, 0.877 mmol), 2-bromobenzo[d]thiazole (0.281 g, 1.32 mmol), tris(dibenzylideneacetone)dipalladium(0) 0.08 g (0.088 mmol), BINAP (0.055 g, 0.088 mmol), and sodium tert-butoxide (0.126 g, 1.32 mmol) were combined in dioxane (8 mL) and nitrogen was bubbled through the solution for 10 minutes. The tube was sealed and heated at 100° C. for 18 hours. The reaction mixture was partitioned between brine and dichloromethane and the organics were concentrated and purified by combi-flash 24 g silica column, eluting with 1:1 hexanes: dichloromethane, followed by 100% dichloromethane to give 0.165 g (37%) of the title compound.

Provenance & Evidence