反应详情

温度

130 °C

Into a 50 mL roundbottom flask, was placed a solution of 1-[5-(2,6-difluoro-benzoylamino)-pyrazin-2-yl]-2-trifluoromethyl-1H-benzoimidazole-5-carboxylic acid (2,2-diethoxy-ethyl)-amide (xiv) (50 mg, 0.09 mmol, 1.00 equiv) in CH3SO3H (3 g). To the mixture was added P2O5 (80 mg, 0.56 mmol, 5.00 equiv). The resulting solution was allowed to stir at 130° C. for 3 h, then was diluted with ice water and extracted three times with 150 mL of EtOAc. The organic layers were combined and dried over Na2SO4. After removal of the solvent and volatile components, the residue was purified by eluting through a silica gel column with first a 1:3 and then 1:2 EtOAc/PE solvent system to provide 2,6-difluoro-N-[5-(5-oxazol-2-yl-2-trifluoromethyl-benzoimidazol-1-yl)-pyrazin-2-yl]-benzamide 9 Compound 153) (5 mg, 12% yield) as a white solid. 1H NMR (300 Hz, DMSO-d6): δ 7.12 (t, 2H, J=9), 7.28-7.30 (m, 1H), 7.46 (d, 1H, J=9), 7.54-7.59 (m, 1H), 7.79 (s, 1H), 8.25 (d, 1H, J=9), 8.58 (s, 1H), 8.64 (s, 2H), 9.84 (s, 1H) ppm; ESMS calcd for C22H11F5N6O2: 486; found: 487 (M+H).

1. customInto a 50 mL roundbottom flask, was placed
2. extractionextracted three times with 150 mL of EtOAc
3. dry with materialdried over Na2SO4
4. customAfter removal of the solvent and volatile components
5. customthe residue was purified
6. washby eluting through a silica gel column with first a 1:3