反应详情

2-(6-Chloro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (80 mg, 0.175 mmol), O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate (84 mg, 0.26 mmol) and N,N-diisopropylethylamine (0.076 ml, 0.44 mmol) were dissolved in acetonitrile (1.75 ml). (R)-1-(Methylsulfonyl)propan-2-amine hydrochloride (36 mg, 0.21 mmol) was added and the mixture was stirred at room temperature for 3 h. Water and ethyl acetate were added, the layers were separated and the aqueous layer was extracted twice more with ethyl acetate. The combined organic layers were washed with sodium chloride solution, dried over sodium sulfate and concentrated. The residue was purified by silica gel chromatography (ethyl acetate/hexanes) to give 65 mg (64%) of 2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ((R)-2-methanesulfonyl-1-methyl-ethyl)-amide. (M+H)+=578.

1. customthe layers were separated
2. extractionthe aqueous layer was extracted twice more with ethyl acetate
3. washThe combined organic layers were washed with sodium chloride solution
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated
6. customThe residue was purified by silica gel chromatography (ethyl acetate/hexanes)