تفاعل #52118
ord-86d0fc491dd246a7b4b9138f00311982
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1غسيلwashed with water (x3), 1N HCl, and saturated NaHCO3
- 2تجفيفThe organic phase was dried over Na2SO4
- 3تركيزconcentrated
- 4workup.DISSOLUTIONThe resulting residue was dissolved in CH2Cl2
- 5workup.STIRRINGThe reaction mixture was stirred at room temperature for 3 h
- 6غسيلwashed with saturated NaHCO3 and water
- 7تجفيفThe organic phase was dried over Na2SO4
- 8تركيزconcentrated
- 9أخرىThe resulting residue was purified by silica gel preparative thin layer chromatography
الإجراء التجريبي
To a solution of (S)-1-[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-sulfonyl]-pyrrolidine-2-carboxylic acid (see Example 5) (0.1 g, 0.174 mmol) in anhydrous DMF was added the above mixture of amines (0.030 g), followed by TBTU (0.084 g, 0.261 mmol) followed by DIPEA (0.075 mL, 0.435 mmol). The reaction mixture was stirred at room temperature for 30 min. The reaction mixture was then diluted with EtOAc and washed with water (x3), 1N HCl, and saturated NaHCO3. The organic phase was dried over Na2SO4 and concentrated. The resulting residue was dissolved in CH2Cl2 and trifluoroacetic acid (1 eq) was added to the solution. The reaction mixture was stirred at room temperature for 3 h and washed with saturated NaHCO3 and water. The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel preparative thin layer chromatography using CH2Cl2—MeOH (95:5) as an eluent to afford 0.063 g of the title compound as a white foam (M+1,671.1).