Ammonium formate → HCID 178507109, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-benzyl-4-(3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridin-1-yl)bicyclo[2.2.2]octan-1-amine hydrochloride (0.150 g, 0.368 mmol) in MeOH (6 mL) was added ammonium formate (0.116 g, 1.84 mmol) and 20% PdOH2 on carbon (0.039 g, 0.055 mmol). The reaction mixture was heated at about 65° C. for about 2 h. The reaction mixture was filtered through a pad of Celite® while washing with EtOAc (about 10 mL) and the solvent was removed under reduced pressure. Water and EtOAc (10 mL each) were added and the layers were separated. The aqueous layer was extracted with EtOAc (5×5 mL) and the combined organics were dried over anhydrous MgSO4, filtered, and concd under reduced pressure to give 4-(3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridin-1-yl)bicyclo[2.2.2]octan-1-amine (0.073 g, 71%) as an off white foam: LC/MS (Table 1, Method b) Rt=1.08 min; MS m/z: 282 (M+H)+.

Provenance & Evidence