Pyridine → HCID 117667737, compound

Participants

Reaction Conditions

Reaction Steps

1-{4-[4-Chloro-5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-ylmethoxy]-piperidin-1-yl}-ethanone (26 mg, 0.065 mmol) and pyridine (0.016 mL, 0.195 mmol) are dissolved in DCM (1.0 mL) and the mixture is cooled down to 0° C. Acetyl chloride (0.007 mL, 0.097 mmol) is added and the mixture is warmed up to room temperature and stirred for 1 hr. Then saturated NaHCO3 aqueous solution (10 mL) is added along with DCM (30 mL) and water (15 mL). The mixture is stirred for 15 min and the aqueous layer is separated, extracted with DCM (2×10 mL) and EtOAc (2×10 mL). All the organic layers are combined and concentrated to give the crude product. Purification by flash column chromatography affords 17 mg of the titled product.

Provenance & Evidence