ChemicalBook CAS DataBase List Ethanone, 1-(5-broMo-6-fluoro-1H-indazol-1-yl)-

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

7synthesis methods

Product Name:Ethanone, 1-(5-broMo-6-fluoro-1H-indazol-1-yl)-
CAS Number:633335-81-6
Molecular formula:C9H6BrFN2O
Molecular Weight:257.06

633335-80-5 Synthesis

N-(4-BroMo-5-fluoro-2-Methylphenyl)acetaMide

633335-80-5
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Ethanone, 1-(5-broMo-6-fluoro-1H-indazol-1-yl)-

633335-81-6
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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

52723-82-7 Synthesis