N-Iodosuccinimide → HCID 21083717、化合物

HRID 348000ノート

反応式

HRID 348000 の反応式
[Cl:1][C:2]1[N:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[CH:10]=[C:6]2[N:5]=[CH:4][CH:3]=1.[I:18]N1C(=O)CCC1=O>C(Cl)(Cl)Cl.C(Cl)Cl>[Cl:1][C:2]1[N:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:10]([I:18])=[C:6]2[N:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 120273N-IodosuccinimideHCID 210837197-Chloro-2-(2-chlorophenyl)-pyrazolo[1,5-a]pyrimidine

生成物 1

HCID 21083717HCID 21083717、化合物収率 77%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 7-chloro-2-(2-chlorophenyl)-pyrazolo[1,5-a]pyrimidine (I-1A-1c; 6.00 g, 22.7 mmol) in chloroform (23 ml) and methylene chloride (207 ml) cooled in an ice bath was added N-iodosuccinimide (7.67 g, 34.1 mmol), portionwise. The ice bath was removed and the reaction was stirred overnight at room temperature. After concentrating the red-brown reaction, in vacuo, an ethyl acetate solution of the residue was washed with saturated aqueous Na2S2O4 and brine. The solution was dried (MgSO4), concentrated, in vacuo, and the resulting solids repulped at room temperature from ethyl acetate (30 ml) to give product I-1A-1d as a solid (6.8 g, 77%): +APcI MS (M+1) 390.1; 1H NMR (400 MHz, CD2Cl2) δ 8.52 (d, J=4.6 Hz, 1H), 7.59–7.56 (m, 1H), 7.53–7.42 (m, 3H), 7.14 (d, J=4.6 Hz, 1H).

後処理

  1. customThe ice bath was removed
  2. concentrationAfter concentrating
  3. customthe red-brown reaction
  4. washin vacuo, an ethyl acetate solution of the residue was washed with saturated aqueous Na2S2O4 and brine
  5. dry with materialThe solution was dried (MgSO4)
  6. concentrationconcentrated, in vacuo
  7. customrepulped at room temperature from ethyl acetate (30 ml)

出典と根拠

ORDレコード
ord-d15e5fa6e04140bf8fd17ef4e170dd3f
出典データセット
uspto-grants-2007_02
特許番号
US07176210B2

反応ノート

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