Tetrabutylammonium Fluoride → 1-(2-Chloro-4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-3-methyl-5-piperidin-yl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one

Participants

Reaction Steps

2-[4-(tert-Butyldimethylsilanyloxy)phenyl]-1-(2-chloro-4-fluorophenyl)-3-methyl-5-piperidin-1-yl-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-one (0.929 g, 1.63 mmol) was suspended in THF (10 ml) and TBAF (1M in THF, 1.64 ml) was added. The reaction mixture was stirred at rt for 1 h whereafter the solvent was evaporated and ethyl acetate/water added. The phases were separated and the organic phase dried and evaporated. The crude product was recrystallised from ethyl acetate/toluene to yield the product as an orange solid (0.223 g, 23% over 3 steps).

Provenance & Evidence