3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one → 1-Cyclohexyl-6-cyclopropyl-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 in example 109 using 6-cyclopropyl-1-(1-cyclohexyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (150 mg, 0.501 mmol), and 3-(aminomethyl)-4,6-dimethyl-2(1H)-pyridinone (123 mg, 0.651 mmol). The product was collected as a solid, 0.190 g (87%). LCMS E-S (M+H)=434.2. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.95-1.07 (m, 4 H), 1.15-1.31 (m, 1 H), 1.36-1.52 (m, 2 H), 1.68 (br. s., 1 H), 1.77-1.99 (m, 6 H), 2.11 (s, 3 H), 2.18-2.29 (m, 4 H), 2.35 (s, 3 H), 4.33 (d, J=4.80 Hz, 2 H), 4.53-4.73 (m, 1 H), 5.87 (s, 1 H), 6.96 (s, 1 H), 8.58 (t, J=4.93 Hz, 1 H), 11.51 (s, 1 H).

Provenance & Evidence