Methanol → 7-Benzyl-1-(2-propoxyethyl)-3-propylxanthine

HRID 323866

反応式

HRID 323866 の反応式
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][CH2:26][CH3:27])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:28]([O:31][CH2:32][CH2:33]Cl)[CH2:29][CH3:30].CO>CN(C)C=O.O>[CH2:7]([N:14]1[C:22]2[C:21](=[O:23])[N:20]([CH2:33][CH2:32][O:31][CH2:28][CH2:29][CH3:30])[C:19](=[O:24])[N:18]([CH2:25][CH2:26][CH3:27])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

7

反応物 4

HCID 887MethanolHCID 11430Potassium CarbonateHCID 1235061-(2-Chloroethoxy)propaneHCID 220073027-Benzyl-3-propylxanthine

生成物 1

HCID 220073057-Benzyl-1-(2-propoxyethyl)-3-propylxanthine

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

1.7 g (12.48 mmol) of potassium carbonate were added at 60° C. to a suspension of 2.2 g (7.8 mmol) of 7-benzyl-3-propylxanthine (prepared according to Example 4a) in 70 ml of dimethylformamide and the mixture was stirred at this temperature for one hour. 1.3 ml (10.14 mmol) of 2-propoxyethyl chloride were then added dropwise and the mixture was stirred at 80° C. for 10 hours. 1.2 ml of methanol and 14 ml of water were then added, and the mixture was allowed to stand overnight, treated with a further 70 ml of water and extracted three times using 84 ml of methyl tert-butyl ether each time. The combined organic phases were washed twice with 42 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, dichloromethae/methanol (19/0.1).

後処理

  1. stirringthe mixture was stirred at 80° C. for 10 hours
  2. waitto stand overnight
  3. extractionextracted three times
  4. washThe combined organic phases were washed twice with 42 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, dichloromethae/methanol (19/0.1)

出典と根拠

ORDレコード
ord-2460697181e740868704adf624e8fff0
出典データセット
uspto-grants-2001_04
特許番号
US06214992B1

関連ノート

読み込み中…