1-(2-fluoro-4-nitrophenyl)-2-methylimidazole synthesis
- Product Name:1-(2-fluoro-4-nitrophenyl)-2-methylimidazole
- CAS Number:209960-26-9
- Molecular formula:C10H8FN3O2
- Molecular Weight:221.19
Yield:-
Reaction Conditions:
with potassium carbonate in phthalic acid dimethyl ester; for 24 h;
Steps:
226.A 1-(3-aminomethylphenyl)-3-trifluoromethyl-5-((3-fluoro-4-(2-methylimidazol-1-yl)phenyl)aminocarbonyl)pyrazole bis-trifluoroacetate
Part A. Preparation of 3-fluoro-4-(2-methylimidazol-1-yl)nitro-benzene. 2-Methylimidazole (1.0 g,12.18 mmol) was added to a solution of 3,4-difluoronitrobenzene in 100 mL DMP. Added potassium carbonate(2.02 g,14.61 mmol) to the reaction mixture and stirred vigorously for 24H. Concentrated reaction mixture under reduced pressure and took up residue in 100 mL ethyl acetate. Washed organics 6x50 mL water and 3x50 mL brine solution. Dried resulting organics over magnesium sulfate and concentrated resulting organics under reduced pressure to give 1.66 g of crude 3-fluaro-4-N-(2-methylimidazol-1-yl)nitrobenzene. 1H-NMR(dmso-d6,300MHz) δ: 8.42 (dd, 1H, J1 = 2.4Hz, J2 = 10Hz), 8.21 (m,1H), 7.86 (t, 1H, J = 8.4), 7.34 (s,1H), 6.98 (s,1H), 2.21 (s,1H). ESI mass spectrum analysis m/z(relative intensity) 221.9 (M+H, 100). 19F NMR (DMSO-d6) δ: -118.512.
References:
EP946508,2009,B1 Location in patent:Page/Page column 93
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