N-(2-aminophenyl)-2-(1-ethyl-6-fluoro-4-hydroxy-1-H-indol-3-yl) acetamide → 3-((1H-benzo[d]imidazol-2-yl)methyl)-1-ethyl-6-fluoro-1H-indol-4-ol
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=O)[CH2:10][C:11]1[C:19]2[C:14](=[CH:15][C:16]([F:21])=[CH:17][C:18]=2[OH:20])[N:13]([CH2:22][CH3:23])[CH:12]=1>C(O)(=O)C>[NH:8]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[C:9]1[CH2:10][C:11]1[C:19]2[C:18]([OH:20])=[CH:17][C:16]([F:21])=[CH:15][C:14]=2[N:13]([CH2:22][CH3:23])[CH:12]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The solution of 12-2 (0.3 g, 0.92 mmol) in 25 mL of acetic acid was heated to 80° C. for 8 h. The volatile was removed in vacuo and the residue was neutralized with Na2CO3 solution to pH:7. The mixture was extracted with ethyl acetate (100 mL) and washed with brine. The organic layer was dried over anhydrous Na2SO4. After filtration and concentration, a residue was obtained, which was purified by preparative TLC to give 12-3 (68 mg, 23.9%)