Sodium Methoxide → HCID 89876399, compound

6-bromo-4,5-dichloro-2-methyl-pyridazin-3-one (1.5 g, 5.8 mmol) is dissolved in 1,4-dioxane (150 ml). Sodium methoxide (1.5 ml, 25 mass % methanolic solution, 6.4 mmol) is added dropwise and the reaction stirred for 2 h. The mixture is concentrated to a volume of 50 ml then diluted with 50 ml EtOAc. It is washed with 2×35 ml aqueous saturated brine. The organic layer is dried thoroughly over sodium sulfate, filtered and concentrated in vacuo. The crude residue so obtained was purified by flash chromatography (silica gel, eluant a 0-10% EtOAc in Isohexane gradient) to afford 6-bromo-5-chloro-4-methoxy-2-methyl-pyridazin-3-one (960 mg) as a white solid (65% yield).

1. concentrationThe mixture is concentrated to a volume of 50 ml
2. additionthen diluted with 50 ml EtOAc
3. washIt is washed with 2×35 ml aqueous saturated brine
4. dry with materialThe organic layer is dried thoroughly over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe crude residue so obtained
8. customwas purified by flash chromatography (silica gel, eluant a 0-10% EtOAc in Isohexane gradient)

ORD record

ord-d42dd5719e104bbd85e75cce02e462d1

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09049864B2