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. 2019 Feb 1;29(3):509–514. doi: 10.1016/j.bmcl.2018.11.039

Scheme 4.

Scheme 4

Reagents and conditions: (i) 2-amino-6-chloropyridazine, EtOH, 4 Å sieves, 80 °C; (ii) mCPBA, CH2Cl2, rt; (iii) NH3, dioxane, 115 °C; (iv) Me2NCH2CH2NH2, DIPEA, NMP, 180 °C; (v) 1-amino-3-(hydroxymethyl)pyridinium iodide, DBU, CH3CN, rt; (vi) MsCl, Et3N, CH2Cl2, 0 °C; (vii) Me2NH, THF, rt; (viii) H2O2, Na2WO4·2H2O, AcOH, MeOH, rt; (ix) NH4OAc, sealed tube, 120 °C.