Stannous Chloride → HCID 178457830, compound

Participants

Reaction Steps

To a solution of cis-4-(2-chloro-5-nitropyridin-4-ylamino)-N-isopropylcyclohexanecarboxamide (400 mg, 1.174 mmol) in MeOH (2.3 mL) was added SnCl2 (890 mg, 4.69 mmol), and the mixture was stirred at reflux for 2 hours. The mixture was evaporated and partitioned between 10% IPA/DCM and saturated NaHCO3. The solids were removed by filtration through Celite® brand filter aid, and the organic layer was washed with water, saturated NaHCO3, dried over Na2SO4 and filtered. The mixture was purified via flash chromatography using a linear gradient of 0% to 10% of 1% NH4OH in MeOH in DCM. The title compound was collected as a white solid (160 mg, 44% yield).

Provenance & Evidence