Tert-butyl 4-(pyridin-4-yl)phenylcarbamate (600 mg, 2.2 mmol) was treated with a mixture of dichloromethane (DCM) and trifluoroacetic acid (TFA) (1:1, 1 mL) for 2 hr at room temperature, and upon completion of the reaction, 4-(pyridin-4-yl)aniline (20) (380 mg, 99%) was obtained. Subsequently, the solvent was removed by distillation under reduced pressure. The structure of the product 4-(pyridin-4-yl)aniline (20) was 1H NMR (400 MHz, d6-DMSO) δ 8.81 (s, 2H), 8.25 (s, 2H), 7.76 (d, J = 8.7 Hz, 2H), 6.87 (m, 2H), 2.09 (s, 2H) and mass spectrometry (ESI) m/z 171 [M + H]+ for Confirmation. High resolution mass spectrometry (HRMS) calculated value of CnHn2 171.0917 and measured value of 171.0938 further verified the structure of the product.
![Carbamic acid, [4-(4-pyridinyl)phenyl]-, 1,1-dimethylethyl ester (9CI)](/CAS/20210111/GIF/197435-52-2.gif)
