反应详情

温度

50 °C

TBTU (0.15 g), (S)-1-[(R)-7-(3,5-dichlorophenyl)-5-methyl-6 oxo-5-(4-pyrimidin-5-yl-benzyl)-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-sulfonyl]-pyrrolidine-2-carboxylic acid (Example 14) (0.20 g), β-alanine methyl ester (0.067 g) and DIPEA (0.14 mL) were combined in 1% DMF—CH2Cl2 (10.1 mL) at room temperature and the solution was stirred for 1 h. The reaction was diluted with CH2Cl2, poured into 1N HCl, a nd extracted with CH2Cl2. The organic layers were combined and washed with saturated aqueous NaHCO3 followed by H2O. The combined organic phase was dried (Na2SO4), filtered and concentrated. The resultant residue was re-dissolved in 2N NH3—CH3OH (10 mL) and heated to 40-60° C. for 48 h. The volatiles were removed and the residue was purified by silica gel chromatography to afford the title compound (0.021 g) as a foam (697.2, M+1).

1. extractiona nd extracted with CH2Cl2
2. washwashed with saturated aqueous NaHCO3
3. dry with materialThe combined organic phase was dried (Na2SO4)
4. filtrationfiltered
5. concentrationconcentrated
6. dissolutionThe resultant residue was re-dissolved in 2N NH3—CH3OH (10 mL)
7. customThe volatiles were removed
8. customthe residue was purified by silica gel chromatography