[4-amino-3-(trifluoromethoxy)phenyl]methanol

反応条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 4-Amino-3-(trifluoromethoxy)benzoic acid 2.0 g (9.04 mmol) is dissolved in 50 mL of THF. Lithium aluminium hydride (1.4 g, 36.2 mmol) is added portionwise over 10 minutes. A reflux condensor is attached and the reaction mixture is refluxed for 6 h at 80° C. It is cooled to room temperature and the Fieser work up is performed (1.4 mL of water, 1.4 mL 15% NaOH, 4.2 mL of water). The granular inorganic precipitate is filtered and washed with THF. The organic fractions is combined and dried over anhydrous Na2SO4. The solvent is evaporated and the residue is purified on silica, eluting with 0-10% methanol/dichloromethane to give the title compound (1.2 g, 5.79 mmol 64%). (ESMS): ink 208.3 (M+H+). It is cooled to room temperature The granular inorganic precipitate is filtered washed with THF dried over anhydrous Na2SO4 The solvent is evaporated the residue is purified on silica eluting with 0-10% methanol/dichloromethane

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: (4-Amino-3-trifluoromethoxy-phenyl)-methanol (100 mg, 0.48 mmol) and 3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester (133 mg, 0.48 mmol) is taken up in 4 mL of tetrahydrofuran and then triphenyl phosphine is added (190 mg, 0.72 mmol). The reaction is stirred at room temperature and DIAD (141 μL, 0.72 mmol) is, added dropwise to the reaction. The reaction is stirred at room temperature for 1 hour and then the solvent evaporated in vacuo. Product is purified by preprative HPLC 30%-90% acetonitrile/water to give the title compound (20 mg, 0.04 mmol 9%). LCMS (ESMS): m/z 466.1 (M+H+). added dropwise to the reaction The reaction is stirred at room temperature for 1 hour the solvent evaporated in vacuo Product is purified by preprative HPLC 30%-90% acetonitrile/water