4-(2-(Diethylamino)ethoxy)aniline → 3-tert.butyl-7-[4-[2-(diethylamino)ethoxy]anilino]-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one

HRID 1858190노트

반응식

HRID 1858190 반응식
[C:1]([N:5]1[CH2:14][C:13]2[C:8](=[N:9][C:10](S(C)(=O)=O)=[N:11][CH:12]=2)[N:7]([CH3:19])[C:6]1=[O:20])([CH3:4])([CH3:3])[CH3:2].[CH2:21]([N:23]([CH2:34][CH3:35])[CH2:24][CH2:25][O:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1)[CH3:22]>>[C:1]([N:5]1[CH2:14][C:13]2[C:8](=[N:9][C:10]([NH:31][C:30]3[CH:29]=[CH:28][C:27]([O:26][CH2:25][CH2:24][N:23]([CH2:34][CH3:35])[CH2:21][CH3:22])=[CH:33][CH:32]=3)=[N:11][CH:12]=2)[N:7]([CH3:19])[C:6]1=[O:20])([CH3:4])([CH3:3])[CH3:2]

참가 물질

3

반응물 2

HCID 4189324-(2-(Diethylamino)ethoxy)anilineHCID 221250933-tert.butyl-7-methanesulfonyl-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one

생성물 1

HCID 221251483-tert.butyl-7-[4-[2-(diethylamino)ethoxy]anilino]-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one수율 21%

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온도
180 °C

실험 절차

A mixture of 250 ml (0.83 mmol) of 3-tert.butyl-7-methanesulfonyl-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one and 600 mg (2.9 mmol) of 4-(2-(diethylamino)ethoxy)aniline was heated at 180° C. for 35 minutes and then cooled. The residue was chromatographed on silica gel using dichloromethane/methanol/acetic acid/water (240:24:3:2) for the elution. Product-containing fractions were combined and evaporated. The residue was evaporated with toluene and then dissolved in 30 ml of dichloromethane. The solution was washed with 20 ml of saturated aqueous sodium bicarbonate solution, dried over magnesium sulfate, filtered and evaporated. The residue was triturated in hexane, filtered off and dried to give 70 mg (21%) of 3-tert.butyl-7-[4-[2-(diethylamino)ethoxy]anilino]-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one as an off-white solid of melting point 130° C.

후처리

  1. temperaturecooled
  2. customThe residue was chromatographed on silica gel
  3. washfor the elution
  4. customevaporated
  5. customThe residue was evaporated with toluene
  6. dissolutiondissolved in 30 ml of dichloromethane
  7. washThe solution was washed with 20 ml of saturated aqueous sodium bicarbonate solution
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue was triturated in hexane
  12. filtrationfiltered off
  13. customdried

출처 및 근거

ORD 기록
ord-ca8802a6a446454ea9fcda734684faf0
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06150373

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