反应详情

温度

50 °C

A mixture of (R)-3-[{N-(2-amino-5-trifluoromethoxybenzoyl)glycyl}amino]pyrrolidine (0.050 mmol), 4-chloro-2-nitrobenzyl chloride (0.050 mmol), peperidinomethylpolystyrene (60 mg), acetonitrile (1.0 mL) and chloroform (0.7 mL) was stirred overnight at 50° C. The reaction mixture was cooled, loaded onto Varian™ SCX column and washed with 50% CHCl3/CH3OH (10 mL) and CH3OH (10 mL). Product was eluted using 2 N NH3 in CH3OH (5 mL) and concentrated. To the resulting material was added ethanol (3 mL) and 10% Pd-C (15 mg), and the mixture was stirred under H2 at room temperature for 1.5 h. Filtration, concentration, and preparative TLC afforded (R)-3-[{N-(2-amino-5-trifluoromethoxybenzoyl)glycyl}amino]-1-(2-amino-4-chlorobenzyl)pyrrolidine (Compound No. 1921) (2.2 mg, 6%): The purity was determined by RPLC/MS (81%); ESI/MS m/e 486.2 (M++H, C21H23ClF3N5O3).

1. temperatureThe reaction mixture was cooled
2. washwashed with 50% CHCl3/CH3OH (10 mL) and CH3OH (10 mL)
3. washProduct was eluted
4. concentrationconcentrated
5. additionTo the resulting material was added ethanol (3 mL) and 10% Pd-C (15 mg)
6. stirringthe mixture was stirred under H2 at room temperature for 1.5 h
7. filtrationFiltration, concentration, and preparative TLC