反应详情

温度

0 °C

To (2′-ethylaminomethyl-6-methoxy-4′-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl ester (0.207 g, 0.54 mmol) in CH2Cl2 (2 mL) at 0° C. was added diisopropylethylamine (0.21 mL, 1.19 mmol), followed by phosgene (20% in toluene; 0.34 mL, 0.65 mmol), and the reaction was stirred for 2 hours at 0° C. Benzylamine (0.09 mL, 0.81 mmol) was then added, and the reaction was stirred for 15 minutes. Triethylamine (0.1 mL, 0.72 mmol) was added, and the reaction was stirred for 1 hour. Additional benzylamine (0.09 mL, 0.81 mmol) and diisopropylethylamine (0.21 mL, 1.19 mmol) were added, and the reaction was stirred for 3 hours, until no starting material was seen by analytical LCMS. The mixture was partitioned between H2O and CH2Cl2, and the aqueous layer was separated and extracted twice with CH2Cl2. The combined organic layers were dried and concentrated, and the residue was purified by silica gel chromatography (20-40% EtOAc in hexanes) to give the title compound.

1. stirringthe reaction was stirred for 15 minutes
2. stirringthe reaction was stirred for 1 hour
3. stirringthe reaction was stirred for 3 hours, until no starting material
4. customThe mixture was partitioned between H2O and CH2Cl2
5. customthe aqueous layer was separated
6. extractionextracted twice with CH2Cl2
7. customThe combined organic layers were dried
8. concentrationconcentrated
9. customthe residue was purified by silica gel chromatography (20-40% EtOAc in hexanes)