Cesium carbonate → 2-(Cyclopropylmethoxy)-5-iodopyridine

HRID 1888754ノート

反応式

HRID 1888754 の反応式
[I:1][C:2]1[CH:3]=[CH:4][C:5]([OH:8])=[N:6][CH:7]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:16][CH:17]1[CH2:19][CH2:18]1>CN(C=O)C.C(OCC)(=O)C>[CH:17]1([CH2:16][O:8][C:5]2[CH:4]=[CH:3][C:2]([I:1])=[CH:7][N:6]=2)[CH2:19][CH2:18]1

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 81503BromomethylcyclopropaneHCID 4595002-Hydroxy-5-iodopyridine

生成物 1

HCID 425531642-(Cyclopropylmethoxy)-5-iodopyridine収率 32.9%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

To a solution of 5-iodopyridin-2-ol (5.32 g, 24.0 mmol) in DMF (50 mL) were added cesium carbonate (23.4 g, 72.0 mmol) and (bromomethyl)cyclopropane (4.67 mL, 48.2 mmol), and the mixture was stirred at 60° C. for 15 min. The reaction mixture was diluted with ethyl acetate, and the mixture was washed three times with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:4) to give the title compound (2.17 g, yield 32%) as an oil.

後処理

  1. washthe mixture was washed three times with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:4)

出典と根拠

ORDレコード
ord-c8e0599cd84546b7816484fbb1f630f0
出典データセット
uspto-grants-2013_08
特許番号
US08501804B2

反応ノート

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