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633335-81-6

Ethanone, 1-(5-broMo-6-fluoro-1H-indazol-1-yl)- synthesis

7synthesis methods
633335-80-5 Synthesis
N-(4-BroMo-5-fluoro-2-Methylphenyl)acetaMide

633335-80-5
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$45.00/100mg

Ethanone, 1-(5-broMo-6-fluoro-1H-indazol-1-yl)-

633335-81-6
28 suppliers
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Yield:633335-81-6 55%

Reaction Conditions:

with potassium acetate;acetic anhydride;isopentyl nitrite;18-crown-6 ether in chloroform at 65; for 24 h;

Steps:

88

The acetamide (88b) (1Og, 41 mmol) was suspended in chloroform (90 mL) and acetic anhydride (11.5 mL, 122 mmol), potassium acetate (KOAc, 8.0 g, 81 mmol), 18-Crown-6 (0.54 g, 2 mmol) and z-amyl nitrite (12.3 mL, 92 mmol) were added sequentially. The mixture was heated at 65 °C for 24 h, cooled to room temperature and washed with sodium bicarbonate (Na2CO3 sat., 70 mL x3), dried over sodium sulfate (Na2SO4) and loaded directly onto silica gel. Column chromatography (0-20% EtOAc in hexanes) gave l-(5-bromo-6-fluoro-lH-indazol-l-yl)ethanone (89c) in a 55% yield.

References:

WO2006/44860,2006,A2 Location in patent:Page/Page column 37-38