反应详情

To 2-(5-(5-(aminomethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-ylamino)-3-methyl-N-(2,2,2-trifluoroethyl)butanamide 10-1b (211 mg, 0.364 mmol) dissolved in dichlormethane (2.0 ml) was added TFA (2.0 ml, 26.0 mmol). The reaction stirred at room temp for 1.5 hrs, concentrated and the residue dissolved in MeOH (2.0 ml). NaOH (0.255 ml, 2.55 mmol) and ethylenediamine (0.049 ml, 0.728 mmol) were added and the reaction stirred for 2 hrs at room temperature. The reaction was then acidified with trifluoroacetic acid, filtered and purified by RP-HPLC (water:acetonitrile w/0.1% TFA, C-18, 15-50%). The pure fractions concentrated to remove acetonitrile and mixture neutralized with saturated sodium bicarbonate. The product was extracted with ethyl acetate (3×10 mL). The combined organics were then washed with brine, dried with sodium sulfate, filtered and concentrated to afford the product 10-1c (140 mg, 89%).

1. concentrationconcentrated
2. dissolutionthe residue dissolved in MeOH (2.0 ml)
3. stirringthe reaction stirred for 2 hrs at room temperature
4. filtrationfiltered
5. custompurified by RP-HPLC (water:acetonitrile w/0.1% TFA, C-18, 15-50%)
6. concentrationThe pure fractions concentrated
7. customto remove acetonitrile and mixture
8. extractionThe product was extracted with ethyl acetate (3×10 mL)
9. washThe combined organics were then washed with brine
10. dry with materialdried with sodium sulfate
11. filtrationfiltered
12. concentrationconcentrated