Stannous Chloride → HCID 178457857, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of cis-N-isopropyl-4-(5-nitro-2-(2-(piperidin-1-yl)ethoxy)pyridin-4-ylamino)cyclohexanecarboxamide (10.79 g, 24.89 mmol) in MeOH (124 mL) was added tin (II) chloride (18.88 g, 100 mmol), and the reaction was stirred at 80° C. for 2 hours. The reaction mixture was concentrated in vacuo, and the residue was dissolved in EtOAc, then diluted with 1N aqueous NaOH. The layers were separated, and the organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo to yield cis-4-(5-amino-2-(2-(piperidin-1-yl)ethoxy)pyridin-4-ylamino)-N-isopropylcyclohexanecarboxamide (8.06 g, 80% yield). MS m/z=404.2 [M+H], calc 403.56 for C22H37N5O2.

Provenance & Evidence