N-Iodosuccinimide → HCID 21083717, 화합물

HRID 348000노트

반응식

HRID 348000 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 21083717HCID 21083717, 화합물수율 77%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-d15e5fa6e04140bf8fd17ef4e170dd3f
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176210B2

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