Tetrabutylammonium Fluoride → 1-[5-tert-Butyl-2-(2-hydroxy-ethyl)-2H-pyrazol-3-yl]-3-{4-[7-(4-methanesulfonyl-phenyl)-imidazo[1,2-a]pyridin-3-yl]-benzyl}-urea

Participants

Reaction Steps

In a round bottomed flask dissolve 1-{5-tert-butyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2H-pyrazol-3-yl}-3-{4-[7-(4-methanesulfonyl-phenyl)-imidazo[1,2-a]pyridin-3-yl]-benzyl}-urea (0.26 g, 0.37 mmol) in THF (5 mL) under N2, Add TBAF (0.41 mL of a 1M solution in THF, 1.1 equiv.) via syringe and stir the reaction at room temperature for 20 minutes. Load the reaction directly onto a silica column and purify (EtOAc to 5% MeOH: DCM to 10% 2 M NH3 in MeOH: DCM) to give a pale yellow solid (0.168 g, 77%). MS (ES), m/z 587 (M+1).

Provenance & Evidence