Hydrazine → 4-Methoxy-1H-pyrrolo(2,3-c)pyridine
반응식
Br[C:2]1[C:3]([O:12][CH3:13])=[C:4]2[C:8](=[C:9](Br)[N:10]=1)[NH:7][CH:6]=[CH:5]2.NN>CCO.[Pd]>[CH3:13][O:12][C:3]1[CH:2]=[N:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2참가 물질
5
실험 절차
A solution of 5,7-Dibromo-4-methoxy-6-azaindole 36 (680 mg, 2.22 mmol), 5% Pd/C (350 mg, 0.17 mmol) and hydrazine (2.5 mL, 80 mmol) in EtOH was heated at reflux for 1 h. The reaction mixture was allowed to cool to rt, filtered through celite and the filtrate concentrated. Aqueous NH4OH (11% in H2O, 45 mL) was added to the residue and the solution was extracted with CH2Cl2 (3×30 mL). The combined organics were dried (MgSO4), filtered and concentrated to yield 4-methoxy-6-azaindole 37 (290 mg, 1.95 mmol, 88%) as an orange solid.
후처리
- temperatureat reflux for 1 h
- filtrationfiltered through celite
- concentrationthe filtrate concentrated
- additionAqueous NH4OH (11% in H2O, 45 mL) was added to the residue
- extractionthe solution was extracted with CH2Cl2 (3×30 mL)
- dry with materialThe combined organics were dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-936d3f1a1f804cb3b7a652cf16e150df
- 출처 데이터셋
- uspto-grants-2003_10
- 특허 번호
- US06632819B1
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