2-Bromo-6-fluoropyridine → 1-(6-(2,6-Diazaspiro[3.3]heptan-2-yl)pyridin-2-yl)-6-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine

Participants

Reaction Steps

Following the procedures as described in Example 124 and starting with tert-butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate, 2-bromo-6-fluoropyridine, 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, 268 was obtained as a yellow solid (87 mg, 26%) over four steps. 1H NMR (500 MHz, DMSO-d6) δ (ppm) 9.10 (s, 1H), 8.74 (s, 1H), 8.51 (s, 1H), 8.28 (s, 1H), 7.98 (s, 1H), 7.69-7.71 (t, J=9 Hz, 1H), 7.20-7.21 (d, J=9 Hz, 1H), 6.30-6.31 (d, J=9 Hz, 1H), 4.24 (s, 3H), 4.08 (s, 1H), 3.86-3.93 (m, 3H), 3.79-3.83 (m, 2H), 3.35-3.42 (m, 3H); MS (ESI) m/z: 373 [M+H]+.

Provenance & Evidence