反应详情

A solution of tert-butyl 1-(4-aminophenyl)-1H-pyrrolo[3,2-c]pyridin-4-ylcarbamate (27 mg, 0.083 mmol, Compound B of Example 1) in DMF (1 mL) was treated with 3-(4-fluorophenylamino)-3-oxopropanoic acid (25 mg, 0.13 nmol), DIPEA (21 μL, 0.13 mmol) and TBTU (40 mg, 0.13 mmol) and the mixture stirred at RT for 16 h. The mixture was concentrated in vacuo to remove the DMF and the residue was partitioned between EtOAc (2 mL) and saturated sodium bicarbonate solution (2 mL). The EtOAc phase was washed with 10% aqueous LiCl (2 mL), brine (2 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified using a Chromatotron (1 mm SiO2 GF rotor, 2-5% MeOH-CHCl3 gradient elution) to give the title compound (37 mg, 88%) as an off-white solid. LCMS (ESI+) m/z 504 (M+H)+; HPLC tR=3.49 min.

1. concentrationThe mixture was concentrated in vacuo
2. customto remove the DMF
3. customthe residue was partitioned between EtOAc (2 mL) and saturated sodium bicarbonate solution (2 mL)
4. washThe EtOAc phase was washed with 10% aqueous LiCl (2 mL), brine (2 mL)
5. dry with materialdried (MgSO4)
6. concentrationconcentrated in vacuo
7. customThe crude product was purified
8. washa Chromatotron (1 mm SiO2 GF rotor, 2-5% MeOH-CHCl3 gradient elution)