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Trifluridine → HCID 131716752, 화합물

HRID 359887
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HRID 359887 반응식
[C@@H:1]1([N:9]2[CH:20]=[C:15]([C:16]([F:19])([F:18])[F:17])[C:13](=[O:14])[NH:12][C:10]2=[O:11])[O:8][C@H:5]([CH2:6][OH:7])[C@@H:3]([OH:4])[CH2:2]1.[C:21](Cl)(=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23]>N1C=CC=CC=1>[C:21]([CH:6]([OH:7])[C@H:5]1[O:8][C@@H:1]([N:9]2[CH:20]=[C:15]([C:16]([F:18])([F:17])[F:19])[C:13](=[O:14])[NH:12][C:10]2=[O:11])[CH2:2][C@@H:3]1[OH:4])(=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6256TrifluridineHCID 62493Pivaloyl chloride

생성물 1

HCID 131716752HCID 131716752, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매2회

실험 절차

To a stirring solution of 150 mg of trifluorothymidine in 5 mL of pyridine was added a solution of 90 mg of pivaloyl chloride in 1 ml of pyridine, with cooling. Stirring was continued at room temperature for 10 hours, then the reaction mixture was poured into 20 mL of ice water and extracted with 50 mL of ethyl acetate. The extract was washed with water and dried over sodium sulfate. The ethyl acetate was removed and the residue was purified by silica gel column chromatography using 20:1 chloroform/methanol as eluent. The title compound melted at 130°-132° C. after recrystallization from a mixture of ether and n-hexane.

후처리

  1. temperaturewith cooling
  2. extractionextracted with 50 mL of ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over sodium sulfate
  5. customThe ethyl acetate was removed
  6. customthe residue was purified by silica gel column chromatography
  7. customThe title compound melted at 130°-132° C. after recrystallization
  8. additionfrom a mixture of ether and n-hexane

출처 및 근거

ORD 기록
ord-c227e6a093bd4b9aa40b7ed9846934ac
출처 데이터셋
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05002935

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