Trifluoroacetic acid → 4-[7-(3-Imidazol-1-ylprop-1-ynyl)-3-oxo-2H-isoquinolin-2-ylmethyl]benzoic Acid
Reaction equation
C([O:5][C:6](=[O:33])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][N:14]2[C:23](=[O:24])[CH:22]=[C:21]3[C:16]([CH:17]=[C:18]([C:25]#[C:26][CH2:27][N:28]4[CH:32]=[CH:31][N:30]=[CH:29]4)[CH:19]=[CH:20]3)=[CH:15]2)=[CH:9][CH:8]=1)(C)(C)C.FC(F)(F)C(O)=O>>[N:28]1([CH2:27][C:26]#[C:25][C:18]2[CH:19]=[CH:20][C:21]3[C:16]([CH:17]=2)=[CH:15][N:14]([CH2:13][C:10]2[CH:11]=[CH:12][C:7]([C:6]([OH:33])=[O:5])=[CH:8][CH:9]=2)[C:23](=[O:24])[CH:22]=3)[CH:32]=[CH:31][N:30]=[CH:29]1Participants
3
Procedure
A solution of 4-[7-(3-imidazol-1-ylprop-1-ynyl)-3-oxo-2H-isoquinolin-2-ylmethyl]benzoic acid tert-butyl ester (0.38 g, 0.86 mmol, Example 13A) is treated with trifluoroacetic acid (6 mL) and stirred at room temperature for 30 minutes. The reaction mixture is evaporated to dryness, triturated with ethyl acetate, the solid is collected by filtration, washed with water, washed with ethyl acetate, and dried under house vacuum. This will afford the desired product.