4-BroMo-3-Methyl-5-phenylisoxazole synthesis
- Product Name:4-BroMo-3-Methyl-5-phenylisoxazole
- CAS Number:31301-50-5
- Molecular formula:C10H8BrNO
- Molecular Weight:238.08
1008-75-9
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Yield:31301-50-5 100%
Reaction Conditions:
with N-Bromosuccinimide in acetic acid; for 2 h;Heating / reflux;
Steps:
245.A
Example 245.; Preparation of 3-(3-methyl-5-phenyl-isoxazol-4-yl)-8-(1-ethyl-propyl)-2,6-dimethyl- imidazo[1,2-b]pyridazine.; A. 4~Bromo-3-methyl-5-phenyl isoxazole.3-Methyl-5-phenyl isoxazole (Synthesis, 1997, 439-442) (1.0g, 6.3 mmol) and N- bromosuccinimide (1.2 g, 6.9 mmol) are combined together in acetic acid (30 ml) and heated to reflux with stirring for 2 hrs. The solution is added to water and extracted twice with ethyl acetate. The combined organic extracts are washed with sodium bicarbonate (sat'd) and sat. NaCl then dried over Na2SO4, filtered and concentrated. The crude product is purified by chromatography using a hexane-ethyl acetate gradient (100% hexane to 10% ethyl acetate in hexane) to elute the title compound (1.5 g, 100% yield). 1H NMR (400 mHz, CDCl3): δ 8.02 (m, 2H), 7.49 (m, 3H), 6.34, 2.35 (s, 3H).
References:
WO2006/102194,2006,A1 Location in patent:Page/Page column 183
1817-57-8
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