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

HRID 275337노트

반응식

HRID 275337 반응식
[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

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 178503503HCID 178503503, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e6d595d41f8a4640acf5a34d4f77f567
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05393755

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