反应详情

To stirred solution of 4-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid (70 mg, 0.18 mmol) in DMF were sequentially added N-methylmorpholine (0.12 ml, 0.9 mmol), HBTU (210 mg, 0.55 mmol), and 2,2-dimethylpyrrolidine (35 mg, 0.36 mmol) at rt, and the reaction mixture was allowed to stirr overnight. The solvent was removed in vacuo, and the residue was dissolved in EtOAc (10 ml), and was washed with aqueous NaHCO3 solution and water. The aqueous layer was back-extracted with EtOAc, and the combined organic layer was dried (Na2SO4), filtered, and evaporated in vacuo. The crude product was purified by prep. HPLC (column: Gemini C18 (250×21.2 mm, 5μ); elution with a gradient of 0.05% aqueous TFA solution/acetonitrile) to give the title compound (6 mg, 6%) as sticky yellow solid.

1. customat rt
2. customThe solvent was removed in vacuo
3. dissolutionthe residue was dissolved in EtOAc (10 ml)
4. washwas washed with aqueous NaHCO3 solution and water
5. extractionThe aqueous layer was back-extracted with EtOAc
6. dry with materialthe combined organic layer was dried (Na2SO4)
7. filtrationfiltered
8. customevaporated in vacuo
9. customThe crude product was purified by prep
10. washelution with a gradient of 0.05% aqueous TFA solution/acetonitrile)