Potassium Iodide → 1-{2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)piperid-1-yl]ethyl}imidazolidin-2-one

HRID 1956352노트

반응식

HRID 1956352 반응식
Cl[CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][NH:6][C:5]1=[O:9].[F:10][C:11]1[CH:25]=[CH:24][C:14]2[C:15]([CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[N:16][O:17][C:13]=2[CH:12]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(C(C)=O)C(C)C>[F:10][C:11]1[CH:25]=[CH:24][C:14]2[C:15]([CH:18]3[CH2:19][CH2:20][N:21]([CH2:2][CH2:3][N:4]4[CH2:8][CH2:7][NH:6][C:5]4=[O:9])[CH2:22][CH2:23]3)=[N:16][O:17][C:13]=2[CH:12]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 754351-(2-Chloroethyl)imidazolidin-2-oneHCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazole

생성물 1

HCID 110996181-{2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)piperid-1-yl]ethyl}imidazolidin-2-one수율 61.9%

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

21.4 g (0.144 mol) of 1-(2-chloroethyl)imidazolidin-2-one, 23.6 g (0.107 mol) of 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine, 92.9 g (0.67 mol) of potassium carbonate, 2.6 g of potassium iodide and 524 ml of methyl isobutyl ketone are placed in a three-necked flask. Refluxing is carried out for one night, and then the reaction mixture is concentrated and taken up in a mixture of water/ethyl acetate. Decanting is carried out, and the organic phase is washed several times with water and then extracted with a normal solution of hydrochloric acid. The acidic phase is then rendered basic with sodium hydroxide solution and extracted with methylene chloride. Drying is carried out over MgSO4. After evaporation, the residue is recrystallised from 80 ml of acetonitrile to yield 22 g of a solid that corresponds to the expected product. M.p.=137°-141° C. (Yield=46%).

후처리

  1. temperatureRefluxing
  2. waitis carried out for one night
  3. concentrationthe reaction mixture is concentrated
  4. additiontaken up in a mixture of water/ethyl acetate
  5. customDecanting
  6. washthe organic phase is washed several times with water
  7. extractionextracted with a normal solution of hydrochloric acid
  8. extractionextracted with methylene chloride
  9. customDrying
  10. customAfter evaporation
  11. customthe residue is recrystallised from 80 ml of acetonitrile

출처 및 근거

ORD 기록
ord-5ba829aecc56441bb61d08a55b0a0d5b
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780474

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