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Tetrabutylammonium Fluoride → (1-methyl-cyclopropyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone

HRID 1677391
ノート
印刷プレビュー

反応式

HRID 1677391 の反応式
[CH3:1][C:2]1([C:5]([C:7]2[C:15]3[C:10](=[N:11][CH:12]=[C:13]([C:16]4[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=4)[N:14]=3)[N:9]([Si](C(C)C)(C(C)C)C(C)C)[CH:8]=2)=[O:6])[CH2:4][CH2:3]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH3:1][C:2]1([C:5]([C:7]2[C:15]3[C:10](=[N:11][CH:12]=[C:13]([C:16]4[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=4)[N:14]=3)[NH:9][CH:8]=2)=[O:6])[CH2:4][CH2:3]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 2724141Tetrabutylammonium FluorideHCID 67342981(1-methyl-cyclopropyl)-[5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone

生成物 1

HCID 44206485(1-methyl-cyclopropyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone収率 71%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of (1-methyl-cyclopropyl)-[5-triisopropylsilanyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone (20 mg, 0.4 mmol) in anhydrous tetrahydrofuran (2 ml) was treated with tetrabutyl ammonium fluoride (1M in tetrahydrofuran, 0.1 ml, 0.1 mmol) dropwise. The reaction mixture was allowed to stir at room temperature for 10 minutes, and then partitioned between EtOAc/water. The organic layers were collected, dried over MgSO4, filtered, and concentrated giving a yellow solid. The residue was purified by preparative thin layer chromatography using 70% EtOAc in hexanes as eluant to provide 10 mg (71%) of (1-methyl-cyclopropyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone as a white solid. M+H=368.

後処理

  1. custompartitioned between EtOAc/water
  2. customThe organic layers were collected
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customgiving a yellow solid
  7. customThe residue was purified by preparative thin layer chromatography

出典と根拠

ORDレコード
ord-1308c7d92bde4a39a19563aad6402c27
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08008298B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート