(2-Chloro-5-fluoro-6-Methoxy-pyridin-3-yl)-carbaMic acid tert-butyl ester synthesis
- Product Name:(2-Chloro-5-fluoro-6-Methoxy-pyridin-3-yl)-carbaMic acid tert-butyl ester
- CAS Number:943025-87-4
- Molecular formula:C11H14ClFN2O3
- Molecular Weight:276.69
943025-86-3
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Yield:943025-87-4 83%
Reaction Conditions:
with diphenyl phosphoryl azide;triethylamine in toluene at 100; for 2 h;
Steps:
9.b
A mixture of 2-chloro-5-fluoro-6-(methyloxy)-3-pyridinecarboxylic acid (32.65g, 159 mmol) in toluene/triethylamine/tert-butanol (300 ml/26.4 ml/75 ml) was treated with diphenylphosphoryl azide (37.7 ml, 174.8 mmol) and heated to 1000C for 2 hours. The mixture was treated with saturated aqueous sodium bicarbonate solution (500ml) then extracted with ethyl acetate (3 x 500 ml). The combined organic extracts were dried over magnesium sulphate and evaporated. The residue was chromato graphed eluting with 0- 40% dichloromethane in petrol affording the product as a white solid (36.35g, 83%). MS (+ve ion electrospray) m/z 221/223 (M(-t-Bu)H+).
References:
WO2008/128962,2008,A1 Location in patent:Page/Page column 56
82671-06-5
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