Water → 9-((2-Acetoxyethoxy)methyl)-6-chloropurine

HRID 865358

반응식

HRID 865358 반응식
[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2.[H-].[Na+].[C:13]([O:16][CH2:17][CH2:18][O:19][CH2:20]Br)(=[O:15])[CH3:14].O>CN(C=O)C>[C:13]([O:16][CH2:17][CH2:18][O:19][CH2:20][N:6]1[CH:5]=[N:4][C:3]2[C:7]1=[N:8][CH:9]=[N:10][C:2]=2[Cl:1])(=[O:15])[CH3:14]

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 3676562-(Bromomethoxy)ethyl acetateHCID 53592776-Chloropurine

생성물 1

HCID 5126559-((2-Acetoxyethoxy)methyl)-6-chloropurine수율 68%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 6-chloropurine (6 g, 38.8 mmoles) in DMF was added sodium hydride 60% (0.93 g) over 1.5 hour period. (2-acetoxyethoxy)methyl bromide was then added at room temperature; the reaction mixture was allowed to stir for 2 hours under N2 atmosphere. H2O was added and the product was extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered, and evaporated in vacuo to give a light yellow solid 7.1 g, 68% yield of 9-[(2-Acetoxy-ethoxy)methyl]-6-chloro-purine. The crude was used without further purification.

후처리

  1. extractionthe product was extracted with ethyl acetate
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationfiltered
  4. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-39ac5dc21a5743079ce8dd484cb442a2
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05565566

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