Ethanol ethylacetate → 5-methoxy-1H-pyrrolo[3,2-b]pyridine
反応式
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]=1参加物
4
実験手順
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).
後処理
- 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)
出典と根拠
- ORDレコード
- ord-0887a6530202476f86585c5be306c08c
- 出典データセット
- uspto-grants-2009_12
- 特許番号
- US07638517B2
反応ノート
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