Tetrabutylammonium Fluoride → 2-(5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)-N-{[1-(2-hydroxyethyl)-1H-benzimidazol-2-yl]methyl}-N-methylacetamide

Participants

Reaction Steps

To a mixture of N-{[1-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-1H-benzimidazol-2-yl]methyl}-2-(5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)-N-methylacetamide (520 mg) and THF (15 mL) was added tetrabutylammonium fluoride (1.0 M THF solution, 1.43 mL), followed by stirring at room temperature overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform/MeOH=99/1-90/10). The obtained solid was washed with EtOAc to obtain 2-(5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)-N-{[1-(2-hydroxyethyl)-1H-benzimidazol-2-yl]methyl}-N-methylacetamide (340 mg).

Provenance & Evidence