2-Fluoroethyl bromide → 1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-6-(1-(2-fluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine

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Following the procedures as described in Example 61 and starting with tert-butyl 4-(6-(6-(1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylate and 1-bromo-2-fluoroethane, 153 was obtained as a yellow solid (60 mg, 87.5%) over two steps. 1H NMR (500 MHz, DMSO-d6) δ (ppm) 9.12 (s, 1H), 8.63 (s, 1H), 8.51 (s, 1H), 8.28 (s, 1H), 7.95 (s, 1H), 7.49-7.66 (m, 1H), 7.13-7.15 (d, J=7.5 Hz, 1H), 6.55-6.57 (d, J=8.5 Hz, 1H), 4.88-4.90 (m, 1H), 4.73-4.80 (m, 1H), 4.54-4.58 (m, 1H), 4.49-4.52 (m, 1H), 3.77-3.83 (m, 4H), 2.97-2.99 (m, 2H), 2.70-2.72 (m, 2H), 1.87-1.89 (m, 2H); MS (ESI) m/z: 407 [M+H]+.

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