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. 2023 Dec 14;8(51):48994–49008. doi: 10.1021/acsomega.3c06612

Scheme 1. General Procedure for the Synthesis of Compounds Containing the Pyrazolo[3,4-d]pyridazin-7-one Moiety.

Scheme 1

(i) Conc. HCl/H2O (1:1), NaNO2/H2O, 0 °C, 1 h; (ii) EtOH, NaOAc, 0 °C, 1 h; (iii) NaOEt, EtOH, rt, 1 h; (iv) hydrazine hydrate, EtOH, reflux, 1 h; (v) DMF, NaH, 0 °C, 30 min; (vi) SnCl2·H2O, EtOH, reflux, 1 h; (vii) MC, TEA, 0 °C, 1 h; (viii) CuI, K2CO3, DMSO, microwave, 150 °C; (ix) LiOH 1 M, rt, overnight; (x) DMF, HOBT, EDC·HCl, rt, −50 °C, overnight.