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Tetrahydrofuran → 1-(7-Tosyl-7H-pyrrolo[2,3-D]pyrimidin-4-YL)ethan-1-one

HRID 400560
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HRID 400560 반응식
C([O:3][C:4]([C:6]1[C:7]2[CH:14]=[CH:13][N:12]([S:15]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)(=[O:17])=[O:16])[C:8]=2[N:9]=[CH:10][N:11]=1)=[CH2:5])C.C1COCC1>CO>[C:21]1([CH3:24])[CH:20]=[CH:19][C:18]([S:15]([N:12]2[C:8]3[N:9]=[CH:10][N:11]=[C:6]([C:4](=[O:3])[CH3:5])[C:7]=3[CH:14]=[CH:13]2)(=[O:17])=[O:16])=[CH:23][CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8028TetrahydrofuranHCID 586917324-(1-Ethoxy-vinyl)-7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 586917071-(7-Tosyl-7H-pyrrolo[2,3-D]pyrimidin-4-YL)ethan-1-one수율 89%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

[7.25 g, 21.12 mmol] of 4-(1-Ethoxy-vinyl)-7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidine was dissolved in 50 mL each of methanol and THF and stirred with 10 mL of 6N HCL for 4.0 hours at ambient temperature. The solvents were removed under reduced pressure and the residue was partitioned between dichloromethane and saturated sodium hydrogen carbonate solution. The organic fraction was brined and dried with anhydrous sodium sulphate and the solvent was removed under reduced pressure. The crude material was triturated with a mixture of MTBE and petroleum ether (1:4) for several hours and the solid finally isolated via suction filtration and air dried. The 5.95 g of pale yellow material, representing a 89% yield was used without further purification.

후처리

  1. customThe solvents were removed under reduced pressure
  2. customthe residue was partitioned between dichloromethane and saturated sodium hydrogen carbonate solution
  3. dry with materialdried with anhydrous sodium sulphate
  4. customthe solvent was removed under reduced pressure
  5. customThe crude material was triturated with a mixture of MTBE and petroleum ether (1:4) for several hours
  6. customthe solid finally isolated via suction filtration and air
  7. customdried
  8. customwas used without further purification

출처 및 근거

ORD 기록
ord-d7661cd6223647408f1f281a88fa5413
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08741912B2

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