Acetic Acid → HCID 68386507, compound

Participants

Reaction Steps

To a stirred solution of 4-(4-amino-6-bromo-1H-benzimidazol-1-yl)-N-cyclopropyl-2-methylbenzamide (5.00 g, 12.98 mmol) in DCE at rt was added 3,3,3-trifluoropropanal (4.36 g, 38.93 mmol, 3 eq), sodium triacetoxy borohydride (13.75 g, 64.89 mmol, 5 eq) and acetic acid (14.9 mL, 259.56 mmol, 20 eq) and the mixture was stirred for overnight. Water and DCM was added, and the organic phase was separated and washed with water After addition of DCM, the organic phase was washed with water and evaporated to yield 4-{6-bromo-4-[(3,3,3-trifluoropropyl)amino]-1H-benzimidazol-1-yl}-N-cyclopropyl-2-methylbenzamide (50%).

Provenance & Evidence