Water → HCID 86305808, compound

Participants

Reaction Steps

6-[5-(tert-Butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide (40 mg, 0.10 mmol) is dissolved in 2.0 mL of THF and HF pyridine (0.04 mL) is added. The mixture is stirred for 2 hrs and saturated aqueous NaHCO3 solution (5 mL) is added along with water (10 mL) and EtOAc (25 mL). The mixture is stirred for 10 min and the aqueous layer is separated, extracted with EtOAc (2×10 mL). The organic layers are combined and concentrated to give the crude product. Purification by flash column chromatography affords 26 mg of the titled product.

Provenance & Evidence