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Cesium carbonate → 4-Iodo-1-(2,2,2-trifluoroethyl)-1H-pyrazole

HRID 1898548
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HRID 1898548 반응식
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[F:13][C:14]([F:18])([F:17])[CH2:15]I>CN(C=O)C>[I:1][C:2]1[CH:3]=[N:4][N:5]([CH2:15][C:14]([F:18])([F:17])[F:13])[CH:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 677091,1,1-Trifluoro-2-iodoethaneHCID 770224-Iodopyrazole

생성물 1

HCID 575166204-Iodo-1-(2,2,2-trifluoroethyl)-1H-pyrazole수율 76%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

In a microwave vial 4-iodo-1H-pyrazole (1.00 g, 5.16 mmol) and cesium carbonate (6.72 g, 20.6 mmol) were suspended in DMF (8.0 mL) and 1,1,1-trifluoro-2-iodoethane (2.06 mL, 20.6 mmol) was added. The mixture was heated at 90° C. by microwave for 60 minutes then the mixture was filtered and the filter cake rinsed with EtOAc. The filtrate was concentrated then taken up in EtOAc and 50% saturated aqueous NH4Cl. The organic layer was washed with sat LiCl and sat NaCl then dried over MgSO4. The solution was concentrated and the residue purified by SiO2 chromatography (5-35% EtOAc/heptane) to afford 1.08 g (76%) of 4-iodo-1-(2,2,2-trifluoroethyl)-1H-pyrazole as a colorless oil.

후처리

  1. filtrationthe mixture was filtered
  2. washthe filter cake rinsed with EtOAc
  3. concentrationThe filtrate was concentrated
  4. washThe organic layer was washed with sat LiCl
  5. dry with materialthen dried over MgSO4
  6. concentrationThe solution was concentrated
  7. customthe residue purified by SiO2 chromatography (5-35% EtOAc/heptane)

출처 및 근거

ORD 기록
ord-21b55ddfe1e34d57815bf7a2f0642532
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08518945B2

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