Sodium Azide → 9-(3-Azidopropyl)adenine

HRID 1896073

반응식

HRID 1896073 반응식
Cl[CH2:2][CH2:3][CH2:4][N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][CH:8]=[N:9][C:10]=2[NH2:14].[N-:15]=[N+:16]=[N-:17].[Na+]>CN(C=O)C>[N:15]([CH2:2][CH2:3][CH2:4][N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][CH:8]=[N:9][C:10]=2[NH2:14])=[N+:16]=[N-:17]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 2865919-(3-chloropropyl)-9H-purin-6-amine

생성물 1

HCID 120978459-(3-Azidopropyl)adenine수율 81%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

A mixture of 9-(3-chloropropyl)adenine (1.9 g, 9 mM) and sodium azide (1.75 g, 27 mM) in DMF was stirred at 80° C. for 24 hours, cooled to room temperature, and filtered. The solid was washed with CH2Cl2. The solvent was removed from the combined filtrates and the residue was taken up in water with sonication. The aqueous layer was extracted with CH2Cl2 (3×60 mL). After removing solvent, the crude product was recrystallized from ethanol to give 9-(3-azidopropyl)adenine as a white crystalline solid in 81% yield.

후처리

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. washThe solid was washed with CH2Cl2
  4. customThe solvent was removed from the combined filtrates
  5. customthe residue was taken up in water with sonication
  6. extractionThe aqueous layer was extracted with CH2Cl2 (3×60 mL)
  7. customAfter removing solvent
  8. customthe crude product was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-9dacc5f48ae04200906f46dae239581e
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518885B2

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