Water → HCID 73426359, compound

Participants

Reaction Steps

To a solution of N-(1-(2-(tert-butyldimethylsilyloxy)ethyl)-3,3-dimethyl-2-oxoindolin-6-yl)-3-fluoroisonicotinamide (prepared in analogy to example 65c and 26 from 6-bromo-1-(2-(tert-butyldimethylsilyloxy)ethyl)-3,3-dimethylindolin-2-one and 3-fluoroisonicotinic acid; 195 mg, 426 μmol) in THF (10 ml) was added a solution of TBAF in THF (1M, 639 μl, 639 μmol). After 2 hours at room temperature the reaction mixture was treated with water and the aqueous phase was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel using dichloromethane/methanol (with 10% ammonia) as eluent. The title compound was obtained as light yellow solid (151 mg).

Provenance & Evidence