Compound 6
5-methyl-2-(piperidin-4-yl)-6-(pyridin-4-yl)pyridazin-3(2H)-one
From: Fragment-based discovery of a chemical probe for the PWWP1 domain of NSD3
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Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
HCl gas was bubbled through 43 (400 mg; 1.08 mmol) in DCM (5 ml) under ice bath cooling for 15 minutes. The mixture was concentrated in vacuum to obtain the title compound as the dihydrochloride salt (300 mg; 98%). 1H NMR (500 MHz, DMSO-d6) δ 8.70 (d, J=1.00 Hz, 2H), 7.57 (d, J=1.00 Hz, 2H), 6.92 (s, 1H), 4.88 (br t, J=11.35 Hz, 1H), 3.03 (br d, J=12.30 Hz, 2H), 2.59 (br t, J=11.82 Hz, 2H), 2.19 (s, 3H), 1.59-1.85 (m, 4H); 13C NMR (125 MHz, DMSO-d6) δ 159.0, 150.3, 144.9, 143.6, 142.0, 128.3, 123.9, 55.1, 45.7, 31.7, 19.6; HRMS (m/z): [M+H]+ calculated for C15H19N4O, 271.15534; found, 271.15448; HPLC-MS Rt = 0.60 min.
