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US 8,008,504 B2Granted
Process for the synthesis of organic compounds
AssigneeNovartis AG
InventorsStephan Abel, Murat Acemoglu, Bernhard Erb, Christoph Krell, Joseph Sclafani, Mark Meisenbach, Mahavir Prashad, Wen-Chung Shieh, Song Xue
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Abstract
The present invention provides an efficient, safe and cost effective way to prepare 5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine which is a key intermediate for the preparation of substituted pyrimidinylaminobenzamides of formula (II):
Claims2
A process for producing 5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine (I) comprising the steps of:
- a) nitrating, 2-bromo-5-fluoro-benzotrifluoride with potassium nitrate and sulphuric acid to prepare 2-bromo-5-fluoro-1-nitro-3-trifluoro-methyl-benzene (XVIII);
- b) reducing 2-bromo-5-fluoro-1-nitro-3-trifluoro-methyl-benzene by catalytic hydrogenation on palladium/charcoal to prepare 3-fluoro-5-trifluoromethyl-phenylamine;
- and
- c) reacting 3-fluoro-5-trifluoromethyl-phenylamine with the sodium salt of 4-methyl-imidazole to produce 5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine compound (I).
1 more element
A compound of the formula:
Dependencies are inferred from the claim text.