Phenol → 4-Iodo-6-phenoxy-5-pyrimidinamine

HRID 1925958ノート

反応式

HRID 1925958 の反応式
[I:1][C:2]1[C:7]([NH2:8])=[C:6](I)[N:5]=[CH:4][N:3]=1.[C:10]1([OH:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O.C(OCC)(=O)C>[I:1][C:2]1[C:7]([NH2:8])=[C:6]([O:16][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 118101544,6-Diiodopyrimidin-5-amine

生成物 1

HCID 860847854-Iodo-6-phenoxy-5-pyrimidinamine収率 100.7%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
100 °C

実験手順

4,6-Diiodopyrimidin-5-amine (2.2 g) was dissolved in 1-methyl-2-pyrrolidone (11.5 mL), phenol (656 mg) and potassium carbonate (964 mg) were added, and the mixture was stirred at 100° C. for 16 hrs. After cooling to room temperature, the mixture was diluted with ethyl acetate (200 mL) and washed successively with water (100 mL) and saturated brine (100 mL). The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate=80:20→20:80) to give the title compound (2.0 g) as an oil.

後処理

  1. temperatureAfter cooling to room temperature
  2. washwashed successively with water (100 mL) and saturated brine (100 mL)
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was separated
  6. custompurified by silica gel column chromatography (eluent, hexane:ethyl acetate=80:20→20:80)

出典と根拠

ORDレコード
ord-7b6611cb0c534133b0051b496a0e4bf9
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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