N-Iodosuccinimide → 3-Iodo-4-methoxy-1H-pyrrolo[2,3-c]pyridine
反応式
[CH3:1][O:2][C:3]1[CH:11]=[N:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2.C1C(=O)N([I:19])C(=O)C1>C(Cl)(Cl)Cl>[I:19][C:5]1[C:4]2[C:8](=[CH:9][N:10]=[CH:11][C:3]=2[O:2][CH3:1])[NH:7][CH:6]=1参加物
4
実験手順
4-Methoxy-6-azaindole (662 mg, 4.47 mmol) was dissolved in CHCl3 (20 mL), NIS (1.06 g, 4.69 mmol) was added and the reaction mixture was stirred for 18 h. The precipitate was collected by filtration and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc (50 mL), washed with 10% aq sodium thiosulfate (50 mL), sat aq NaHCO3 (50 mL) and water (50 mL), dried (MgSO4), concentrated in vacuo and combined with the precipitate to give the title compound as a red solid (1.12 g, 91%). LCMS (ES+): 274.9 [MH]+. HPLC: Rf 3.98 min, 96% purity.
後処理
- filtrationThe precipitate was collected by filtration
- concentrationthe filtrate was concentrated in vacuo
- dissolutionThe residue was dissolved in EtOAc (50 mL)
- washwashed with 10% aq sodium thiosulfate (50 mL)
- dry with materialdried (MgSO4)
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-54f81f6a0ec4411bab7a9bdae1e4d137
- 出典データセット
- uspto-grants-2015_10
- 特許番号
- US09150574B2
反応ノート
読み込み中…