Tetrabutylammonium Fluoride → HCID 59743597, compound

Participants

Reaction Steps

1-{1-[2-(4-{[2-(t-Butyl-dimethyl-silanyloxy)-ethyl]-methanesulfonylamino}-cyclo-hexylamino)-pyrimidin-4-yl]-1H-indol-4-yl}-4-acetyl-piperazine (0.119 g, 0.178 mmol) in THF (2.5 mL) was cooled in an ice bath under N2, and TBAF (0.18 mL, 1.01 eq) slowly added. The reaction mixture was allowed to warm to RT slowly, and stirred at RT for 15 h. The product was taken up in water and EtOAc, extracted with EtOAc, and the organic fractions washed with water, dried over Na2SO4, concentrated, and chromatographed (0% to 5% MeOH/DCM) to provide N-(4-{4-[4-(4-acetyl-piperazin-1-yl)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexyl)-N-(2-hydroxy-ethyl)-methanesulfonamide (Compound 320, 61.4 mg, 62%).

Provenance & Evidence