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Methyl iodide → 6-bromo-1,3-dimethyl-1H-pyrrolo[2,3-b]pyridine

HRID 879391
ノート
印刷プレビュー

反応式

HRID 879391 の反応式
[Br:1][C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[C:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1.[C:12](=O)([O-])[O-].[Cs+].[Cs+].IC>CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:12])[CH:9]=[C:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 580865436-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 867001976-bromo-1,3-dimethyl-1H-pyrrolo[2,3-b]pyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 6-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine (250 mg, 1.18 mmol) in DMF (6 mL) was added cesium carbonate (502 mg, 1.54 mmol). The reaction solution was stirred at room temperature for 5 minutes, then iodomethane (219 mg, 1.54 mmol) was added. The reaction solution was stirred for 30 minutes and quenched with water. The mixture was concentrated in vacuo and the residue partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4) and concentrated to give crude which was purified by chromatographic column to afford the desired product. LCMS-ESI+: calc'd for C9H9BrN2 225.2 (M+H+); Found: 225.2 (M+H+).

後処理

  1. stirringThe reaction solution was stirred for 30 minutes
  2. customquenched with water
  3. concentrationThe mixture was concentrated in vacuo
  4. customthe residue partitioned between ethyl acetate and water
  5. washThe organic phase was washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customto give crude which
  9. customwas purified by chromatographic column

出典と根拠

ORDレコード
ord-7c840569beef45c1ad2ac0adf24b0405
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08987250B2

反応ノート

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