2-Bromopropane → 7-Benzyl-3-isopropylxanthine

HRID 323867노트

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HRID 323867 반응식
[CH2:1]([N:8]1[C:16]2[C:15](=[O:17])[NH:14][C:13](=[O:18])[NH:12][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[CH:22]([CH3:24])[CH3:23]>CN(C)C=O.O.CO>[CH2:1]([N:8]1[C:16]2[C:15](=[O:17])[NH:14][C:13](=[O:18])[N:12]([CH:22]([CH3:24])[CH3:23])[C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 3

HCID 63582-Bromopropane2회HCID 24758Sodium hydrideHCID 125005077-Benzyl-1H-purine-2,6(3H,7H)-dione

생성물 1

HCID 220072987-Benzyl-3-isopropylxanthine

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매2회HCID 6228Dimethylformamide용매2회

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온도
50 °C

실험 절차

A solution of 3.5 g (1.45 mmol) of 7-benzylxanthine from Example 6b) in 60 ml of dimethylformamide was heated to 50° C. and treated in portions with 0.35 g (1.45 mmol) of sodium hydride, diluted with 20 ml of dimethylformamide and stirred at 50° C. for one hour. 1.36 ml (1.45 mmol) of 2-bromopropane were added to this suspension and the temperature was increased to 80° C. In the course of the reaction, a total of 4.91 ml (52.3 mmol) of 2-bromopropane were additionally added. After a total of 16 hours at 80° C., 10 ml of water and 2 ml of methanol were added, and the mixture was stirred for 10 minutes, treated with a further 70 ml of water and extracted three times using 70 ml of methyl tert-butyl ether each time. The organic phases were washed with water, dried using magnesium sulfate and concentrated under reduced pressure. The crude product was purified by flash chromatography on a silica gel column, dichloromethane/methanol (19/0.4).

후처리

  1. temperaturethe temperature was increased to 80° C
  2. customIn the course of the reaction
  3. stirringthe mixture was stirred for 10 minutes
  4. extractionextracted three times
  5. washThe organic phases were washed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. customThe crude product was purified by flash chromatography on a silica gel column, dichloromethane/methanol (19/0.4)

출처 및 근거

ORD 기록
ord-2a0d56e9c43f4d07a72ddda07541b69f
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06214992B1

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