1,2-Dichloroethane → 6-Cyclopropyl-1-(1,1-dimethylethyl)-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

Participants

Reaction Steps

The title compound was prepared in the same manner as described for intermediate 56 using 6-cyclopropyl-1-(1,1-dimethylethyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (210 mg, 0.768 mmol), 3-(aminomethyl)-4,6-dimethyl-2(1H)-pyridinone (158 mg, 1.037 mmol), 1-hydroxy-7-azabenzotriazole (209 mg, 1.537 mmol), EDC (295 mg, 1.537 mmol), N-methylmorpholine (0.338 mL, 3.07 mmol), and DMSO (10 mL). The final product was collected as 0.280 g (89%). LCMS E-S (M+H)=408.2. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.02 (dddd, 4H), 1.69 (m, 9H), 2.12 (s, 3H), 2.22 (m, 4H), 2.33 (s, 3H), 4.34 (d, J=4.80 Hz, 2H), 5.87 (s, 1H), 7.04 (s, 1H), 8.55 (m, 1H), 11.51 (s, 1H).

Provenance & Evidence