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

HRID 400560
ノート
印刷プレビュー

反応式

HRID 400560 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

[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.

後処理

  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

出典と根拠

ORDレコード
ord-d7661cd6223647408f1f281a88fa5413
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08741912B2

反応ノート

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