Reaction Steps
This was prepared using the same procedure as for (4-(6-bromo-7-(4-(pyridin-3-ylmethyl)piperazin-1-yl)-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)methanamine, but here using tert-butyl 4-(4-(6-bromo-7-(4-(pyridin-3-ylmethyl)piperazin-1-yl)-3H-imidazo[4,5-b]pyridin-2-yl)benzyl)piperazine-1-carboxylate (10 mg, 0.015 mmol), TFA (0.25 mL) and CH2Cl2 (1 mL). The same purification procedure gave the desired product (6 mg, 71%) as a yellow solid; δH (500 MHz, DMSO-d6 2.46-2.49 (m, 1H, piperazine NCH2), 2.62 (s, br, 4H, piperazine N(CH2)2), 2.93 (s, br, 2H, piperazine NCH2), 3.30 (hidden by DMSO peak, 2H, piperazine NCH2), 3.34-3.38 (m, 2H, piperazine NCH2), 3.56 (s, 2H, NCH2), 3.61 (s, 2H, NCH2), 3.67 (s, br, 4H, piperazine N(CH2)2), 7.39 (dd, J=7.5, 4.5 Hz, 1H, pyridine H-5), 7.68 (d, J=7.8 Hz, 2H, phenyl H-3 & H-5), 7.78 (d, br, J=7.6 Hz, 1H, pyridine H-4), 8.13 (d, J=7.4 Hz, 2H, phenyl H-2 & H-6), 8.23 (s, 1H, imidazo[4,5-b]pyridine H-5), 8.49 (d, br, J=4.6 Hz, 1H, pyridine H-6), 8.56 (s, br, 1H, pyridine H-2);
