Potassium Carbonate → 7-Benzyl-3-isobutyl-1-propoxymethylxanthine

HRID 323861노트

반응식

HRID 323861 반응식
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([N:14]1[C:22]2[C:21](=[O:23])[NH:20][C:19](=[O:24])[N:18]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:29]([O:32][CH2:33]Cl)[CH2:30][CH3:31]>CN(C)C=O.O.CO>[CH2:7]([N:14]1[C:22]2[C:21](=[O:23])[N:20]([CH2:33][O:32][CH2:29][CH2:30][CH3:31])[C:19](=[O:24])[N:18]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 30174687-Benzyl-3-(2-methylpropyl)xanthineHCID 109644311-(Chloromethoxy)propane

생성물 1

HCID 220073147-Benzyl-3-isobutyl-1-propoxymethylxanthine

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매2회HCID 6228Dimethylformamide용매

실험 절차

0.86 g (6.2 mmol) of potassium carbonate was added at 60° C. to a suspension of 1.16 g (3.9 mmol) of 7-benzyl-3-isobutylxanthine from stage c) in 60 ml of dimethylformamide and the mixture was stirred at this temperature for 1 hour. 0.56 ml (5.1 mmol) of propoxymethyl chloride was then added dropwise and the mixture was stirred at 80° C. for 5.5 hours. 12 ml of water and 5 ml of methanol were then added, the mixture was allowed to stand overnight, 60 ml of water were again added and the mixture was extracted four times using 150 ml of methyl tert-butyl ether each time. The combined organic phases were washed with 200 ml of water, dried using magnesium sulfate and concentrated under reduced pressure. The crude product was purified by flash chromatography on a silica gel column, dichloromethane.

후처리

  1. stirringthe mixture was stirred at 80° C. for 5.5 hours
  2. waitto stand overnight
  3. extractionthe mixture was extracted four times
  4. washThe combined organic phases were washed with 200 ml of water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by flash chromatography on a silica gel column, dichloromethane

출처 및 근거

ORD 기록
ord-c947d333f5f6417d8fe25a4d472516ae
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06214992B1

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