6-(3-Methoxyphenyl)pyridazin-3(2H)-one synthesis
- Product Name:6-(3-Methoxyphenyl)pyridazin-3(2H)-one
- CAS Number:76970-15-5
- Molecular formula:C11H10N2O2
- Molecular Weight:202.21
19064-67-6
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76970-15-5
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Yield:76970-15-5 72%
Reaction Conditions:
with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium carbonate in 1,4-dioxane;water at 110; for 15 h;Inert atmosphere;
Steps:
2.A A. 6-(3-Methoxyphenyl)-2,3-dihydropyridazin-3-one.
To a 1000-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 6-chloro-2,3- dihydropyridazin-3-one (5 g, 38.30 mmol) and (3-methoxyphenyl)boronic acid (7.6 g, 50.01 mmol) in dioxane (300 mL)/water (15 mL) then Pd(dppf)Cl2 (1.41 g) and K2C03 (15.9 g, 115.04 mmol) were added. The reaction was stirred at 110°C for 15 h, quenched by the addition of 100 mL of water, and extracted with EtOAc (3x150 mL). The organic extracts were combined, washed with brine (3x200 mL), dried over anhydrous Na2S04, and concentrated under reduced pressure. The residue was purified by column chromatography eluting with EtO Ac/petroleum ether (9: 1) affording 5.6 g (72%) of the title compound as a white solid. Mass Spectrum (LCMS, ESI pos): Calcd. for CnHnN202+: 203.1 (M+H); Found: 203.1.
References:
WO2018/81378,2018,A1 Location in patent:Paragraph 0117
298-12-4
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76970-15-5
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76970-15-5
11 suppliers
$219.00/500mg