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

HRID 1786868노트

반응식

HRID 1786868 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 860847854-Iodo-6-phenoxy-5-pyrimidinamine수율 100.7%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ded10e89a71c4d389ae0f9a7b910f953
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507740B2

반응 노트

불러오는 중…