Benzyl Bromide → 6-Amino-3-benzyl-2-(methylsulfanyl)pyrimidin-4(3H)-one

HRID 275337ノート

反応式

HRID 275337 の反応式
[H-].[Na+].[NH2:3][C:4]1[N:9]=[C:8]([S:10][CH3:11])[N:7]=[C:6]([OH:12])[CH:5]=1.[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[NH2:3][C:4]1[N:9]=[C:8]([S:10][CH3:11])[N:7]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6](=[O:12])[CH:5]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 178503503HCID 178503503、化合物

生成物 1

HCID 200878306-Amino-3-benzyl-2-(methylsulfanyl)pyrimidin-4(3H)-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a slurry of 60% NaH dispersion (1.8 g=45 mmol) in 25 ml DMF at 10° C. add dropwise a solution of 6-amino-2-methylthio-4-hydroxypyrimidine (6.3 g=40 mmol) in 150 ml DMF. When gas evolution subsides, add benzyl bromide (7.5 g=44 mmol). Stir 1.5 hr. at room temperature. Remove DMF and partition the residue between EtOAc and water. Wash the organic layer with water, dry and concentrate. Recrystallize the residue from CH3CN to give the title compound, a white solid. FAB MS: M+1=248.

後処理

  1. customat room temperature
  2. customRemove DMF and partition the residue between EtOAc and water
  3. washWash the organic layer with water
  4. customdry
  5. concentrationconcentrate
  6. customRecrystallize the residue from CH3CN

出典と根拠

ORDレコード
ord-e6d595d41f8a4640acf5a34d4f77f567
出典データセット
uspto-grants-1995_02
特許番号
US05393755

反応ノート

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