反应详情

A solution of (S)-2-amino-N-(3,4-dimethyl-phenyl)-2-phenyl-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide (50 mg, 0.11 mmol, prepared as in example 1) and 3-nitromethylene-oxetane (12 mg, 0.104 mmol, [CAS No. 922500-95-6]) in CH2Cl2 (0.5 mL) was treated with Et3N (11 mg, 0.11 mmol) at 0° C. After stirring for 30 min at ambient temperature, the mixture was concentrated, dissolved in MeOH (1 mL) and treated with a solution of HCO2NH4 (300 mg, 4.76 mmol) in H2O (0.5 mL), 10% Pd/C (100 mg) and the mixture stirred for 12 h at ambient temperature. After the addition of 1N Na2CO3 (15 mL), the aqueous layers were filtered then extracted with CH2Cl2 (3×15 mL) and the combined organic layers dried over sodium sulfate. Concentration and purification by chromatography (SiO2, CH2Cl2:MeOH=100:0 to 90:10) afforded the title compound (26 mg, 46%) as a light yellow oil. MS m/e: 513.5 [M+H]+.

1. concentrationthe mixture was concentrated
2. dissolutiondissolved in MeOH (1 mL)
3. additiontreated with a solution of HCO2NH4 (300 mg, 4.76 mmol) in H2O (0.5 mL)
4. stirring10% Pd/C (100 mg) and the mixture stirred for 12 h at ambient temperature
5. additionAfter the addition of 1N Na2CO3 (15 mL)
6. filtrationthe aqueous layers were filtered
7. extractionthen extracted with CH2Cl2 (3×15 mL)
8. dry with materialthe combined organic layers dried over sodium sulfate
9. concentrationConcentration and purification by chromatography (SiO2, CH2Cl2:MeOH=100:0 to 90:10)