N,N-Dimethyl-1,3-propanediamine → HCID 25174781, compound

Participants

Reaction Steps

3-[3-(2-Phenyl-pyridin-4-yl)-imidazo[1,2-b]pyridazin-7-yl]-benzoic acid (Ex. 52) (1 eq, 0.127 mmol, 50 mg), 3-dimethylamino-1-propylamine (3.0 eq, 0.38 mmol, 0.049 ml) and triethylamine (1.30 eq, 0.165, 0.023 ml) are dissolved in DCM (2 ml) and BOP (1.30 eq, 0.165 mmol, 73 mg) is added and the reaction mixture is stirred at room temperature for 20 h. At the completion of this time water and EtOAc are added. The organic phase is separated and the aqueous phase is extracted with EtOAc. The combined organic phases are washed with brine, dried over MgSO4, filtered and the solvent is removed in vacuo. The reaction mixture is purified by flash column chromatography eluting with 9:1 DCM/MeOH to afford N-(3-dimethylamino-propyl)-3-[3-(2-phenyl-pyridin-4-yl)-imidazo[1,2-b]pyridazin-7-yl]-benzamide as a light yellow solid; [M+H]+=477

Provenance & Evidence