反应详情

Dissolve 3-(4-amino-2-methoxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester (320 mg, 1.09 mmol) in toluene (11 mL) and add 2 M trimethylaluminum (0.65 mL, 1.30 mmol, solution in toluene). Stir the solution at RT for 1 h and then add 5-(4-chloro-phenyl)-3-trimethylsilanylethynyl-thiophene-2-carboxylic acid methyl ester (380 mg, 1.09 mmol). Stir the solution at 50° C. overnight, then carefully quench with saturated Rochelle's salt solution. Stir the mixture for 1 h and then extract with CH2Cl2 (3×30 mL). Combine the organic solutions, dry, filter, and concentrate the filtrate. Purify the crude material by flash chromatography, using 8% MeOH (2 N NH3) in CH2Cl2 as eluent, to give 425 mg (64%) of the title compound as a white solid. LC-MS/ES m/z (35Cl) 555.0 [M−t-butyl+H]+.

1. stirringStir the solution at 50° C. overnight
2. customcarefully quench with saturated Rochelle's salt solution
3. stirringStir the mixture for 1 h
4. extractionextract with CH2Cl2 (3×30 mL)
5. customCombine the organic solutions, dry
6. filtrationfilter
7. concentrationconcentrate the filtrate
8. customPurify the crude material by flash chromatography