N-Iodosuccinimide → 2-Chloro-3-iodopyrazolo[1,5-A]pyridine

HRID 530031ノート

反応式

HRID 530031 の反応式
[I:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[CH:18]=[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][N:12]2[N:11]=1>C(#N)C>[Cl:9][C:10]1[C:18]([I:1])=[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][N:12]2[N:11]=1

参加物

4

反応物 2

HCID 120273N-IodosuccinimideHCID 122844332-Chloropyrazolo[1,5-a]pyridine

生成物 1

HCID 717433402-Chloro-3-iodopyrazolo[1,5-A]pyridine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

N-iodosuccinimide (1.06 g, 4.74 mmol) was added to a solution of 2-chloro-pyrazolo-[1,5-a]pyridine (27-2; 0.6 g, 3.95 mmol) in acetonitrile (18.0 mL). The resulting mixture was stirred at room temperature for 2 h and then concentrated under reduced pressure. The resulting residue was diluted with dichloromethane, washed with saturated aqueous sodium chloride solution, dried over magnesium sulphate, filtered and concentrated under reduced pressure. Purification by silica gel flash chromatography (5-10% ethyl acetate in hexanes) provided the title compound. 1H NMR (400 MHz, CDCl3) δ 8.36-8.34 (d, J=6.8 Hz, 1 H), 7.40-7.37 (d, J=8.8 Hz, 1 H), 7.26-7.23 (m, 1 H), 6.84-6.81 (m, 1 H). MS (M+1): 279.0.

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 magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customPurification by silica gel flash chromatography (5-10% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-026fe51dfcaf49f395c19ad0b857de4e
出典データセット
uspto-grants-2016_05
特許番号
US09351973B2

反応ノート

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