Water → HCID 89876179, compound

Participants

Reaction Conditions

Reaction Steps

A 1:1 w/w 32% NaOH:water mixture (8 g total) is added to 4,5-bis(3-chloroindazol-1-yl)-2-methyl-pyridazin-3-one (768 mg, 1.87 mmol) in methanol (30 mL) and then the mixture heated at 80° C. for 20 minutes. The mixture is allowed to cool to room temperature then concentrated in vacuo. Dichloromethane (50 mL) and water (50 mL) are added to the residue and the organic layer removed. The aqueous layer is acidified to pH 1 with conc. HCl. then extracted with dichloromethane (40 mL×2). The combined organic extracts are passed through a phase separator cartridge and concentrated in vacuo to give the title compound as a white solid (490 mg). 1H nmr (DMSO-d6) δ (ppm) 7.93 (1 H, s) 7.71-7.79 (1 H, m) 7.45-7.54 (1 H, m) 7.26-7.38 (2 H, m) 3.66 (3 H, s). Some other dione products prepared analogously were triturated with ethyl acetate or ether.

Provenance & Evidence