Trifluoroacetic acid → HCID 67469580, compound

Participants

Reaction Conditions

Reaction Steps

N-(3′-Fluoro-5,6′-dimethyl-2,2′-bipyridin-4-yl)-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-7-amine and N-(3′-fluoro-5,6′-dimethyl-2,2′-bipyridin-4-yl)-2-(4-methoxybenzyl)-2H-pyrazolo[4,3-b]pyridin-7-amine and TFA (6.2 mL) were combined and heated at 70° C. for 3 hours. The reaction mixture was cooled, concentrated, and the residue combined with dichloromethane (20 mL). To this mixture was added saturated sodium bicarbonate (20 mL) and the reaction was let stand for 10 minutes to give a solid which was collected by filtration, subsequently dissolved in EtOAc (500 mL), and washed with brine (100 mL). The organic layer was separated, dried over Na2SO4 and concentrated to give N-(3′-fluoro-5,6′-dimethyl-2,2′-bipyridin-4-yl)-1H-pyrazolo[4,3-b]pyridin-7-amine (0.15 g, 0.449 mmol, 72.8% yield) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.38 (3H, s) 2.44 (3H, s) 7.04 (1H, d, J=5.05 Hz) 7.34 (1H, dd, J=8.59, 3.28 Hz) 7.63-7.71 (2H, m) 8.24 (1H, s) 8.34 (1H, d, J=5.05 Hz) 8.43 (1H, s) 8.48 (1H, s) 13.04 (1H, s). MS [M+H] found 335.2.

Provenance & Evidence