Hydrochloric Acid → HCID 68711156, compound

Participants

Reaction Steps

3-(8-Azabicyclo[3.2.1]octan-3-yl)-N-(5-(2-methoxyethylthio)-3-(2-methylpyridin-3-yloxy)pyridin-2-yl)-1,2,4-thiadiazol-5-amine (96 mg, 0.198 mmol) was dissolved in THF (4 mL) and triethylamine (55.2 μL, 0.396 mmol) and acetic anhydride (22.5 μL, 0.238 mmol) were added. The reaction was stirred at ambient temperature for 5 minutes. The reaction was partitioned between saturated aqueous NaHCO3 and CH2Cl2, dried over sodium sulfate, filtered and concentrated. The residue was purified on silica gel (20% methanol in EtOAc) to afford 1-(3-(5-(5-(2-methoxyethylthio)-3-(2-methylpyridin-3-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)-8-azabicyclo[3.2.1]octan-8-yl)ethanone hydrochloride (91.6 mg, 0.163 mmol, 82.1% yield) as a solid after HCl salt formation. Mass spectrum (apci) m/z=527.2 (M+H—HCl).

Provenance & Evidence