Chloride → 6-Amino-2-methoxy-4-(4-acetoxybutyl)pyrimidine

HRID 1836197ノート

反応式

HRID 1836197 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[NH:5][C:4](=O)[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[Cl-].[C:18]([O:21][CH2:22][CH2:23][CH2:24][CH2:25]Br)(=[O:20])[CH3:19]>CC(C)=O>[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([CH2:25][CH2:24][CH2:23][CH2:22][O:21][C:18](=[O:20])[CH3:19])[CH:3]=1

参加物

6

反応物 4

HCID 312ChlorideHCID 11430Potassium CarbonateHCID 784911-Butanol, 4-bromo-, 1-acetateHCID 1354042146-Amino-2-methoxy-3,4-dihydropyrimidin-4-one

生成物 1

HCID 234990886-Amino-2-methoxy-4-(4-acetoxybutyl)pyrimidine収率 42%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Alternative Method B. A mixture of 6-amino-2-methoxy-4-pyrimidone (30 g, 212.6 mmol), K2CO3 (44 g, 318 mmol), benzyltriethylammionium chloride (20 g, 88 mmol) and 4-bromobutyl acetate (60 g, 308 mmol) in acetone (800 ml) was heated at reflux overnight. After cooling to room temperature, the insoluble salts were filtered off and the solvent was removed. The residue was purified by chromatography on silica gel with CHCl3/MeOH (100:2-100:5) as eluent. After separation of 6-amino-2-methoxy-4-(4-acetoxybutyl)pyrimidine (22.8, yield 42%), 18.7 g (yield 34.5%) of 6-amino-2-methoxy-3-(4-acetoxybutyl)-4-pyrimidone was isolated as a white solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. filtrationthe insoluble salts were filtered off
  4. customthe solvent was removed
  5. customThe residue was purified by chromatography on silica gel with CHCl3/MeOH (100:2-100:5) as eluent

出典と根拠

ORDレコード
ord-c02c628edb0048c4a13daa4ec2f86a16
出典データセット
uspto-grants-2004_08
特許番号
US06777420B2

反応ノート

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