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

HRID 1898548
ノート
印刷プレビュー

反応式

HRID 1898548 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-21b55ddfe1e34d57815bf7a2f0642532
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08518945B2

反応ノート

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