[CH3:1][C:2]1([CH3:32])[CH2:5][CH:4]([CH:6]([NH:20][C:21]2[CH:22]=[N:23][C:24]3[C:29]([CH:30]=2)=[CH:28][CH:27]=[C:26]([F:31])[CH:25]=3)[C:7]2[CH:19]=[CH:18][C:10]([C:11]([O:13]C(C)(C)C)=[O:12])=[CH:9][CH:8]=2)[CH2:3]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][C:2]1([CH3:32])[CH2:3][CH:4]([CH:6]([NH:20][C:21]2[CH:22]=[N:23][C:24]3[C:29]([CH:30]=2)=[CH:28][CH:27]=[C:26]([F:31])[CH:25]=3)[C:7]2[CH:19]=[CH:18][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=2)[CH2:5]1To a vial containing tert-butyl 4-((3,3-dimethylcyclobutyl)(7-fluoroquinolin-3-ylamino)methyl)benzoate (12.0 mg, 0.0280 mmol) was added methylene chloride (0.140 mL) and trifluoroacetic acid (0.140 mL, 0.0280 mmol). The reaction was stirred at room temperature for 1.5 h. The mixture was concentrated and azeotrophed with toluene to provide crude 4-((3,3-dimethylcyclobutyl)(7-fluoroquinolin-3-ylamino)methyl)benzoic acid (11 mg, 99% yield) as an oil. (M+1): 379.2.
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