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N-Iodosuccinimide → 2-Chloro-6-fluoro-3-iodoimidazo[1,2-A]pyridine

HRID 705072
ノート
印刷プレビュー

反応式

HRID 705072 の反応式
[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([F:10])=[CH:6][N:5]2[CH:11]=1.[I:12]N1C(=O)CCC1=O>C(#N)C>[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([F:10])=[CH:6][N:5]2[C:11]=1[I:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 120273N-IodosuccinimideHCID 552678642-Chloro-6-fluoroimidazo[1,2-A]pyridine

生成物 1

HCID 717433442-Chloro-6-fluoro-3-iodoimidazo[1,2-A]pyridine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of the title compound from Example 2 Step B (1.0 g, 5.86 mmol) in acetonitrile (29.3 mL) was added N-iodosuccinimide (1.583 g, 7.04 mmol). The resulting mixture was stirred at room temperature for 2 hours, then concentrated under reduced pressure. The resulting residue was diluted with dichloromethane, washed with saturated aqueous sodium chloride solution, dried over MgSO4, filtered, and concentrated under reduced pressure. Purification by flash chromatography on silica gel (10-30% ethyl acetate in hexanes) provided the title compound: LCMS m/z 296.70 [M+H]+, 298.65 [M+2+H]+; 1H NMR (500 MHz, CDCl3) δ 8.03 (t, J=2.8 Hz, 1H), 7.56-7.51 (m, 1H), 7.22-7.18 (m, 1H).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionThe resulting residue was diluted with dichloromethane
  3. washwashed with saturated aqueous sodium chloride solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customPurification by flash chromatography on silica gel (10-30% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-0875119397c24a428376bd3bfae1ea14
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09173873B2

反応ノート

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