反应详情

To a solution of (4-amino-benzyl)-carbamic acid tert-butyl ester (1.11 g, 5 mmol), biphenyl carboxylic acid (0.99 g, 5 mmol), EDC (1.2 g, 6.25 mmol), and HOAt (0.82 g, 6 mmol) in CH2CG2 (10 mL) was added triethylamine (pH=10) and the mixture was stirred at ambient temperature for overnight. The organic layer was washed with saturated aqueous NaHCO3, 1 M aqueous HCl, water, dried over Na2SO4, filtered, and concentrated. The residue was dissolved in 50% TFA in CH2Cl2 (10 mL) and the mixture was stirred at ambient temperature. After 30 minutes, the mixture was concentrated and diluted with 1 M HCl in Et2O (5 mL). The mixture was concentrated to give biphenyl-4-carboxylic acid (4-aminomethyl-phenyl)-amide hydrochloride (828 mg, 49%).

1. washThe organic layer was washed with saturated aqueous NaHCO3, 1 M aqueous HCl, water
2. dry with materialdried over Na2SO4
3. filtrationfiltered
4. concentrationconcentrated
5. dissolutionThe residue was dissolved in 50% TFA in CH2Cl2 (10 mL)
6. stirringthe mixture was stirred at ambient temperature
7. waitAfter 30 minutes
8. concentrationthe mixture was concentrated
9. additiondiluted with 1 M HCl in Et2O (5 mL)
10. concentrationThe mixture was concentrated