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With potassium carbonate; In acetone; at 50.0℃; for 12.0h;
A mixture of <strong>[55052-26-1]1H-pyrrolo[2,3-b]pyridin-6-ol</strong> (0.200 g, 1.49 mmol) and K2CO3 (1 g, 7.45 mmol) in acetone (30 mL) was stirred under N2 at room temperature for 1 h. MeI (0.166 g, 1.192 mmol) was added. The reaction mixture was stirred under N2 at 50 C. for 12 h and then filtered. The filtrate was concentrated to half its volume, diluted with water, and extracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4, and evaporated to give a residue, which was purified on a column of silica gel eluting with EtOAc/hexane (1:4) to give 6-methoxy-1H-pyrrolo[2,3-b]pyridine (159 mg, 89%).
With water; potassium carbonate; In methanol; at 20.0℃; for 12.0h;
A mixture of 1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate (0.635 g, 2.9 mmol) and K2CO3 (1.6 g, 12 mmol) in MeOH/H2O (20 mL/20 mL) was stirred at room temperature for 12 h. The reaction mixture was concentrated to half its volume and extracted with CHCl3. The organic layer was dried over anhydrous MgSO4 and evaporated to give a residue, which was further purified on a silica gel column to give 1H-pyrrolo[2,3-b]pyridin-6-ol (0.233 g, 60%).
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