N-Iodosuccinimide → 3-iodo-2-methyl-1H-pyrrolo[2,3-c]pyridine
반응식
[CH3:1][C:2]1[NH:10][C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=1.[I:11]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[I:11][C:3]1[C:4]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[NH:10][C:2]=1[CH3:1]참가 물질
4
실험 절차
2-Methyl-1H-pyrrolo[2,3-c]pyridine (100 mg, 0.76 mmol) was dissolved in CHCl3 (5 mL), N-iodosuccinimide (179 mg, 0.79 mmol) was added and the reaction mixture was stirred for 2 h. The reaction mixture was quenched with 1 M aq sodium thiosulphate (5 mL) and the CHCl3 was removed in vacuo. The reaction mixture was partitioned between sat aq NaHCO3 (40 mL) and EtOAc (40 mL). The aqueous layer was extracted with EtOAc (40 mL) and the combined organic fractions were washed with sat aq NaHCO3 (50 mL) and brine (50 mL), dried (MgSO4) and concentrated in vacuo to give the title compound as a cream solid (179 mg, 92%). LCMS (ES+): 258.9 (M+H)+.
후처리
- customThe reaction mixture was quenched with 1 M aq sodium thiosulphate (5 mL)
- customthe CHCl3 was removed in vacuo
- customThe reaction mixture was partitioned
- extractionThe aqueous layer was extracted with EtOAc (40 mL)
- washthe combined organic fractions were washed with sat aq NaHCO3 (50 mL) and brine (50 mL)
- dry with materialdried (MgSO4)
- concentrationconcentrated in vacuo
출처 및 근거
- ORD 기록
- ord-0bc03b6cdbca44099e42bb0342e9bb07
- 출처 데이터셋
- uspto-grants-2016_01
- 특허 번호
- US09227967B2
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