3-Amino-4-(trifluoromethyl)benzonitrile

1220630-84-1

1220630-83-0

Procedure for the preparation of 3-amino-4-(trifluoromethyl)benzonitrile: 3-(4-methoxybenzylamino)-4-(trifluoromethyl)benzonitrile (500 mg, 1.63 mmol) and triethylsilane (0.2 mL) were dissolved in dichloroethane (2 mL), trifluoroacetic acid (TFA, 1 mL) was added, and the reaction was stirred for 30 min at room temperature. After completion of the reaction, the reaction mixture was concentrated to give Intermediate 24 (284 mg, 93% yield) as an orange solid. It was analyzed by high performance liquid chromatography (HPLC) using a Phenomenex S5 4.6×30 mm column with a 10-90% aqueous methanol solution containing 0.1% TFA as the mobile phase in a 4-minute gradient elution at a flow rate of 5 mL/min and a detection wavelength of 254 nm, with a retention time (Rt) of 1.24 min. Mass spectrometry (MS) analysis showed m/z = 187.1 [M + H]+. This intermediate 24 was used in the synthesis of subsequent Examples 229, 230 and 241.