Ammonium Chloride → HCID 57898983, compound

Participants

Reaction Steps

A 20 mL vial is charged with ethyl 4-chloro-3-(5-(3-methoxy-3-oxopropylthio)-2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzoate (0.33 mmol) and THF (0.5 mL). 1M KOtBu in THF (1.184 ml, 1.184 mmol) is added and the reaction mixture is stirred at room temperature for 30 seconds. 2-(Bromomethyl)pyridine hydrobromide (85.55 mg, 0.3382 mmol) is added and the reaction mixture is stirred at room temperature for 30 minutes. Saturated aqueous ammonium chloride is added and extracted with EtOAc. The reaction mixture is purified via column chromatography on silica gel to afford ethyl 4-chloro-3-(2-(4-methylthiazol-2-ylamino)-5-(pyridin-2-ylmethylthio)pyridin-4-yloxy)benzoate.

Provenance & Evidence