Tetrabutylammonium Fluoride → HCID 24998851, compound

Participants

Reaction Steps

To a solution of N-{4-[4-(6-{bis-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amino}-pyridin-2-yl)-piperazin-1-yl]-phenyl}-2-oxo-2-(2-phenyl-indolizin-3-yl)-acetamide (0.7 g, 0.81 mmol) in THF (10 mL) was added tetra-n-butylammonium fluoride (1.28 g, 4.06 mmol) at 0° C. The reaction mixture was stirred at r.t. for 1 h. The solvent was evaporated in vacuo, the residue diluted with dichloromethane and washed with water, brine, dried over sodium sulfate filtered and concentrated. The crude compound was purified by column chromatography over silica gel (60-120 mesh) using 3% methanol/chloroform to yield N-[4-(4-{6-[bis-(2-hydroxy-ethyl)-amino]-pyridin-2-yl}-piperazin-1-yl)-phenyl]-2-oxo-2-(2-phenyl-indolizin-3-yl)-acetamide (180 mg, 36%) as a light yellow solid.

Provenance & Evidence