反应详情

To a solution of 4-[1-phenyl-1-(5-methyl-1,3,4-oxadiazol-2-yl)methylene]piperidine-1-carboxylic acid tert-butyl ester (0.0300 g, 0.084 mmol) in CH2Cl2 (1 mL) was added TFA (0.4 mL) and the reaction mixture was stirred at rt for 30 min. The solvent was subsequently removed in vacuo and the material was dissolved in CHCl3 (3 mL). To this solution was then added 4-methoxy-7-(4-methyl-1,2,3-triazol-1-yl)-6-azaindol-3-yl-oxoacetic acid hydrochloride salt (0.0250 g, 0.084 mmol) and iPrNEt2 (0.059 mL, 0.338 mmol), followed by BOP-Cl (0.0210 g, 0.084 mmol). The mixture was allowed to stir at rt for 2 h and then the solvent was removed in vacuo. The residue was diluted with H2O and extracted with EtOAc (×3). The combined organic layers were washed (H2O, brine), dried (Na2SO4) and concentrated, and the residue was purified by preparative HPLC (NH4OAc) affording the title compound (0.0174 g, 39%) as a colorless solid:

1. customThe solvent was subsequently removed in vacuo
2. dissolutionthe material was dissolved in CHCl3 (3 mL)
3. stirringto stir at rt for 2 h
4. customthe solvent was removed in vacuo
5. additionThe residue was diluted with H2O
6. extractionextracted with EtOAc (×3)
7. washThe combined organic layers were washed (H2O, brine)
8. dry with materialdried (Na2SO4)
9. concentrationconcentrated
10. customthe residue was purified by preparative HPLC (NH4OAc)