Ethanol ethylacetate → 5-methoxy-1H-pyrrolo[3,2-b]pyridine
반응식
CO[C:3]1[CH:4]=[C:5]([N+:12]([O-])=O)[C:6]([CH2:9][C:10]#N)=[N:7][CH:8]=1.C[CH2:16][OH:17].CCOC(C)=O>[Pd]>[CH3:16][O:17][C:8]1[N:7]=[C:6]2[CH:9]=[CH:10][NH:12][C:5]2=[CH:4][CH:3]=1참가 물질
4
실험 절차
A suspension of (5-methoxy-3-nitro-pyridin-2-yl)-acetonitrile (Maybridge, 986 mg, 5.1 mmol) and Pd/C (10%, 986 mg) in EtOH/EtOAc (95/5, 50 mL) was shaken for 6 hours under H2 (60 PSI) in Parr apparatus. The reaction mixture was then filtered through a celite pad, and the filter cake was washed with EtOAc (20 mL). The filtrate was concentrated, and the residue was dissolved in EtOAc (50 mL), washed with NaHCO3 (saturated solution, 50 mL), dried over MgSO4, filtered, concentrated, and purified via flash chromatography (hexane/EtOAc), affording 5-Methoxy-1H-pyrrolo[3,2-b]pyridine as a white solid (720 mg, 95% yield).
후처리
- filtrationThe reaction mixture was then filtered through a celite pad
- washthe filter cake was washed with EtOAc (20 mL)
- concentrationThe filtrate was concentrated
- dissolutionthe residue was dissolved in EtOAc (50 mL)
- washwashed with NaHCO3 (saturated solution, 50 mL)
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated
- custompurified via flash chromatography (hexane/EtOAc)
출처 및 근거
- ORD 기록
- ord-0887a6530202476f86585c5be306c08c
- 출처 데이터셋
- uspto-grants-2009_12
- 특허 번호
- US07638517B2
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