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A solution of methylzinc chloride in THF (2 M) (9 mL, 12 mmol) was added to 6-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (0.600 g, 2.05 mmol) and Pd(PPh3)4 (0.095 g, 0.08 mmol) in THF (30 mL). The mixture was refluxed for 40 h, cooled to 0° C., quenched with water and extracted with Et2O. The organic layer was concentrated and the residue was purified over a silica gel column eluting with EtOAc/hexane (1:5) to give N-protected 6-methyl-7-azaindole (0.495 g, 88%).

1. temperatureThe mixture was refluxed for 40 h
2. customquenched with water
3. extractionextracted with Et2O
4. concentrationThe organic layer was concentrated
5. customthe residue was purified over a silica gel column
6. washeluting with EtOAc/hexane (1:5)