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2,6-Lutidine → 2-{1-[2-(tert-butyldimethylsilanyloxy)-2-methyl-propyl]-1H-indazol-5-yloxy}-5-fluorobenzonitrile

HRID 1715662
ノート
印刷プレビュー

反応式

HRID 1715662 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH2:20][C:21]([OH:24])([CH3:23])[CH3:22])[N:15]=[CH:14]3)=[C:6]([CH:9]=1)[C:7]#[N:8].N1C(C)=CC=CC=1C.[Si:33](OS(C(F)(F)F)(=O)=O)([C:36]([CH3:39])([CH3:38])[CH3:37])([CH3:35])[CH3:34]>ClCCl.CCOCC>[Si:33]([O:24][C:21]([CH3:22])([CH3:23])[CH2:20][N:16]1[C:17]2[C:13](=[CH:12][C:11]([O:10][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:9][C:6]=3[C:7]#[N:8])=[CH:19][CH:18]=2)[CH:14]=[N:15]1)([C:36]([CH3:39])([CH3:38])[CH3:37])([CH3:35])[CH3:34]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 79372,6-LutidineHCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonateHCID 674118315-Fluoro-2-[1-(2-hydroxy-2-methylpropyl)-1H-indazol-5-yloxy]-benzonitrile

生成物 1

HCID 674118002-{1-[2-(tert-butyldimethylsilanyloxy)-2-methyl-propyl]-1H-indazol-5-yloxy}-5-fluorobenzonitrile収率 94%

試薬・触媒・溶媒 2

HCID 3283
Diethyl Ether
溶媒
HCID 6344Dichloromethane溶媒

実験手順

To a cooled (0° C.) solution of 5-Fluoro-2-[1-(2-hydroxy-2-methylpropyl)-1H-indazol-5-yloxy]-benzonitrile (0.070 g, 0.215 mmol) and 2,6-lutidine (0.030 g, 0.284 mmol) in dichloromethane (2 mL) was added TBSOTf (0.063 g, 0.240 mmol). The reaction mixture was warmed to room temperature and stirred for 1 hour. The mixture was diluted with ether (50 mL) and washed with 0.2N HCl, NaHCO3, and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was chromatographed eluting with ether/hexanes (1:3) to afford 0.071 g of pale yellow oil (94% yield).

後処理

  1. washwashed with 0.2N HCl, NaHCO3, and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was chromatographed
  5. washeluting with ether/hexanes (1:3)

出典と根拠

ORDレコード
ord-85a858f3b63f464582a7bf66bd3a042e
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07799782B2

反応ノート

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