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Tetrabutylammonium Fluoride → HCID 59331537、化合物

HRID 1882013
ノート
印刷プレビュー

反応式

HRID 1882013 の反応式
[Si]([O:8][CH:9]([C:11]1[CH:12]=[CH:13][C:14]([C:17]2[NH:18][C:19]([CH:23]([C:31]3[CH:36]=[CH:35][C:34]([S:37]([CH:40]4[CH2:42][CH2:41]4)(=[O:39])=[O:38])=[CH:33][CH:32]=3)[CH2:24][CH:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)=[CH:20][C:21]=2[CH3:22])=[N:15][CH:16]=1)[CH3:10])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1.C(OCC)(=O)C>[CH:40]1([S:37]([C:34]2[CH:33]=[CH:32][C:31]([CH:23]([C:19]3[NH:18][C:17]([C:14]4[N:15]=[CH:16][C:11]([CH:9]([OH:8])[CH3:10])=[CH:12][CH:13]=4)=[C:21]([CH3:22])[CH:20]=3)[CH2:24][CH:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)=[CH:36][CH:35]=2)(=[O:39])=[O:38])[CH2:42][CH2:41]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 593315955-(1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-3-methyl-1H-pyrrol-2-yl)pyridine

生成物 1

HCID 59331537HCID 59331537、化合物収率 79%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857
Ethyl Acetate
溶媒

実験手順

To a solution (5 mL) of 5-(1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-3-methyl-1H-pyrrol-2-yl)pyridine (130 mg) in tetrahydrofuran (5 mL) was added tetrabutylammonium fluoride (1M tetrahydrofuran solution, 256 μL), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate and washed with water. The ethyl acetate layer was washed with saturated aqueous sodium hydrogen carbonate and saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and the title compound (83.0 mg, yield 79%) was obtained as a pale-yellow amorphous solid from a fraction eluted with ethyl acetate-hexane (3:1, volume ratio). MS: 495 (MH+).

後処理

  1. washwashed with water
  2. washThe ethyl acetate layer was washed with saturated aqueous sodium hydrogen carbonate and saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-c753f7371be24fda94c92454b03d4c2d
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08318746B2

反応ノート

読み込み中…

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