Methyl Methanesulfonate → 4,6-diiodo-N-methylpyrimidin-5-amine

HRID 1926133ノート

反応式

HRID 1926133 の反応式
[I:1][C:2]1[C:7]([NH2:8])=[C:6]([I:9])[N:5]=[CH:4][N:3]=1.[H-].[Na+].[CH3:12]S(OC)(=O)=O.C(OCC)(=O)C>O1CCCC1>[I:1][C:2]1[C:7]([NH:8][CH3:12])=[C:6]([I:9])[N:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 4156Methyl MethanesulfonateHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 118101544,6-Diiodopyrimidin-5-amine

生成物 1

HCID 251863624,6-diiodo-N-methylpyrimidin-5-amine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 4,6-diiodopyrimidin-5-amine (1.0 g) in tetrahydrofuran (10 mL) was added sodium hydride (60%, 138 mg) under ice-cooling. The mixture was stirred at room temperature for 30 min. To the reaction system was added dropwise a solution of methyl methanesulfonate (0.256 mL) in tetrahydrofuran (4.0 mL). The mixture was stirred at room temperature for 3 hrs and ethyl acetate was added. The mixture was washed with water and saturated brine and dried over magnesium sulfate. After concentration under reduced pressure, the residue was separated and purified by silica gel column chromatography (hexane:ethyl acetate=9:1→3:1) to give the title compound (600 mg) as pale-yellow crystals.

後処理

  1. temperaturecooling
  2. stirringThe mixture was stirred at room temperature for 3 hrs
  3. washThe mixture was washed with water and saturated brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationAfter concentration under reduced pressure
  6. customthe residue was separated
  7. custompurified by silica gel column chromatography (hexane:ethyl acetate=9:1→3:1)

出典と根拠

ORDレコード
ord-dacc69e5c2084dc7a9664fed5adcfcd7
出典データセット
uspto-grants-2012_05
特許番号
US08178543B2

反応ノート

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