Hydrazine hydrate (1:1) → HCID 136500864, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 2-acetyl-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate (416b) (0.141 g, 0.37 mmol), hydrazine monohydrate (Fluka, 0.020 mL, 0.408 mmol) in Ethanol (1.23 mL) was heated to 75° C. for 24 h. Reaction mixture was directly loaded on silica gel samplet and purified by Biotage (30-100% EtOAc:EtOH (3:1)/hexanes) to produce 2-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-7-methyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-one (416) (33 mg, 0.091 mmol, 24% yield) that solidified as yellow solid upon drying. 1H NMR (300 MHz, MeOH) δ ppm 1.67 (s, 9H) 2.56-2.70 (m, 1H) 7.30-7.40 (m, 1H) 7.40-7.50 (m, 1H) 7.40-7.55 (m, 1H) 7.76-7.87 (m, 1H) 8.03-8.16 (m, 1H). m/z (ESI, +ve) 363.0 (M+H).

Provenance & Evidence