Cesium carbonate → 3-(2-Fluoro-4-nitrophenoxy)-2,6-dimethyl-pyridine

HRID 404703

反応式

HRID 404703 の反応式
[CH3:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[F:16][C:17]1[CH:18]=[C:19]([N+:24]([O-:26])=[O:25])[CH:20]=[CH:21][C:22]=1F>CN(C=O)C>[F:16][C:17]1[CH:18]=[C:19]([N+:24]([O-:26])=[O:25])[CH:20]=[CH:21][C:22]=1[O:8][C:7]1[C:2]([CH3:1])=[N:3][C:4]([CH3:9])=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 707322,6-Dimethyl-3-pyridinolHCID 1230531,2-Difluoro-4-nitrobenzene

生成物 1

HCID 592873193-(2-Fluoro-4-nitrophenoxy)-2,6-dimethyl-pyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

2,6-Dimethyl-pyridin-3-ol (3.0 g, 24.35 mmol) and cesium carbonate (15.87 g, 48.71 mmol) were added to a solution of 3,4-difluoronitrobenzene (3.87 g, 24.35 mmol) in DMF (30 ml). The mixture was heated at 140° C. for 2 hours. After cooling to room temperature it was filtered through diatomaceous earth and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; 2% methanol/DCM as eluent) to yield intermediate D14 (5.88 g, 92%).

後処理

  1. temperatureAfter cooling to room temperature it
  2. filtrationwas filtered through diatomaceous earth
  3. customthe solvent evaporated in vacuo
  4. customThe crude product was purified by column chromatography (silica gel; 2% methanol/DCM as eluent)
  5. customto yield intermediate D14 (5.88 g, 92%)

出典と根拠

ORDレコード
ord-d4df6e9c113040a08a2f20ae8c1a501d
出典データセット
uspto-grants-2014_06
特許番号
US08748621B2

関連ノート

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