Water → 7-Benzyl-1-butoxymethyl-3-isopropylxanthine

HRID 323868노트

반응식

HRID 323868 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]([CH:25]([CH3:27])[CH3:26])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:28]([O:32][CH2:33]Cl)[CH2:29][CH2:30][CH3:31].O>CN(C)C=O>[CH2:7]([N:14]1[C:22]2[C:21](=[O:23])[N:20]([CH2:33][O:32][CH2:28][CH2:29][CH2:30][CH3:31])[C:19](=[O:24])[N:18]([CH:25]([CH3:27])[CH3:26])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 111053571-(Chloromethoxy)butane2회HCID 220072987-Benzyl-3-isopropylxanthine

생성물 1

HCID 220072997-Benzyl-1-butoxymethyl-3-isopropylxanthine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

0.583 g (4.22 mmol) of potassium carbonate was added at 60° C. to a suspension of 0.75 g (2.64 mmol) of 7-benzyl-3-isopropylxanthine from stage a) in 20 ml of dimethylformamide and the mixture was stirred at this temperature for one hour. 0.42 g (3.43 mmol) of butoxymethyl chloride was then added dropwise and the mixture was stirred at 80° C. for 6 hours. A further 0.11 g (0.87 mmol) of butoxymethyl chloride was then added and the mixture was stirred again for 5 hours. 20 ml of water were then added, the mixture was extracted three times using 30 ml of methyl tert-butyl ether each time, and the combined organic phases were washed twice with 20 ml of water each time, dried using magnesium sulfate and concentrated under reduced pressure. The crude product was purified by flash chromatography on a silica gel column, heptane/ethyl acetate (2/1).

후처리

  1. stirringthe mixture was stirred at 80° C. for 6 hours
  2. stirringthe mixture was stirred again for 5 hours
  3. extractionthe mixture was extracted three times
  4. washthe combined organic phases were washed twice with 20 ml of water each time
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by flash chromatography on a silica gel column, heptane/ethyl acetate (2/1)

출처 및 근거

ORD 기록
ord-d8c634a9f6534d329bcecab2c5f207bf
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06214992B1

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