Tetrabutylammonium Fluoride → HCID 178519977, compound

Participants

Reaction Steps

To a stirred solution of 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopropyl-amide (417) (96 mg, 0.15 mmol) in tetrahydrofuran (3 mL) was added tetrabutylammoniumfluoride 1M in tetrahydrofuran (0.7 mL, 0.75 mmol) at room temperature and stirring was continued for 1 h. The tetrahydrofuran was removed from the reaction mixture, diluted with ethyl acetate (50 mL) and washed with water (2×30 mL) and brine (30 mL). The organic phase was thereafter dried and concentrated to get 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid cyclopropyl-(2-hydroxyethyl)-amide (418) (60 mg, crude) as an off-white sticky solid.

Provenance & Evidence