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

HRID 1926133노트

반응식

HRID 1926133 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-dacc69e5c2084dc7a9664fed5adcfcd7
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178543B2

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