1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 3-(6-Hydroxy-1,4-diazepan-1-yl)-1-methyl-5-(6-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyrazin-2(1H)-one

Participants

Reaction Steps

Following the procedures as described in Example 124 and starting with 1,4-diazepan-6-ol, 3,5-dibromo-1-methylpyrazin-2(1H)-one, 6-chloro-1H-pyrazolo[4,3-c]pyridine, and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 254 was obtained as a yellow solid (80 mg, 7.2%) over five steps. 1H NMR (500 MHz, DMSO-d6) δ (ppm) 9.09 (s, 1H), 8.43 (s, 1H), 8.30 (s, 1H), 8.29 (s, 1H), 8.05 (s, 1H), 8.00 (s, 1H), 4.91 (s, 1H), 4.49 (m, 1H), 3.92 (m, 1H), 3.89 (s, 3H), 3.70-3.71 (m, 2H), 3.51 (s, 3H), 2.99-3.02 (m, 1H), 2.90-2.91 (m, 1H), 2.74-2.86 (m, 2H); MS (ESI) m/z: 422 [M+H]+.

Provenance & Evidence