Acetic Acid → HCID 68386696, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl 4-amino-6-bromo-1H-benzimidazole-1-carboxylate (5.85 g, 18.74 mmol) in DCE (1000 mL) at rt was added 3,3,3-trifluoropropanal (6.30 g, 56.22 mmol, 3 eq), sodium triacetoxy borohydride (19.86 g, 93.70 mmol, 5 eq) and acetic acid (21.5 mL, 374.79 mmol, 20 eq) and the mixture was stirred for 2 h. Water and DCM was added, and the organic phase was separated and washed with water After addition of DCM (100 mL), the organic phase was washed with water and evaporated to yield 7.63 g tert-butyl 6-bromo-4-[(3,3,3-trifluoropropyl)amino]-1H-benzimidazole-1-carboxylate (81.79%).

Provenance & Evidence