Ammonium formate → HCID 178457833, compound

Participants

Reaction Steps

To a round bottom flask was added cis-N-isopropyl-4-(2-nitro-5-(piperidin-1-ylmethyl)phenylamino)cyclohexanecarboxamide (1.400 g, 3.48 mmol) under nitrogen. Palladium on carbon (0.370 g, 0.348 mmol) was added, followed by EtOH (28.3 mL) via syringe. To the reaction was added ammonium formate (2.193 g, 34.8 mmol), and the reaction mixture was stirred at RT overnight. The reaction mixture was filtered through Celite® brand filter aid, concentrated and diluted with 90:10:1 DCM:MeOH:NH4OH and water. The layers were separated, and the aqueous layer was washed once more. The organics were dried over sodium sulfate, filtered and concentrated to yield cis-4-(2-amino-5-(piperidin-1-ylmethyl)phenylamino)-N-isopropylcyclohexanecarboxamide (1.18 g, 3.17 mmol, 91% yield) as a dark red solid.

Provenance & Evidence