Imidazole → 5-Amino-2-(4-tert-butyldimethylsilyloxypiperidino)benzonitrile

HRID 1744529ノート

反応式

HRID 1744529 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH2:15][CH2:14][CH:13]([OH:16])[CH2:12][CH2:11]2)=[C:6]([CH:9]=1)[C:7]#[N:8].[C:17]([Si:21](Cl)([CH2:24]C)[CH2:22]C)([CH3:20])([CH3:19])[CH3:18].N1C=CN=C1.C(=O)([O-])O.[Na+]>CN(C)C=O>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH2:11][CH2:12][CH:13]([O:16][Si:21]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:24])[CH3:22])[CH2:14][CH2:15]2)=[C:6]([CH:9]=1)[C:7]#[N:8]

参加物

6

反応物 4

HCID 795ImidazoleHCID 516892Sodium BicarbonateHCID 219423135-Amino-2-(4-hydroxypiperidin-1-yl)benzonitrileHCID 22228218Tert-butyl(chloro)diethylsilane

生成物 1

HCID 222282225-Amino-2-(4-tert-butyldimethylsilyloxypiperidino)benzonitrile収率 75.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-Amino-2-(4-hydroxypiperidino)benzonitrile (4.0 g), tert-butyldiethylsilyl chloride (3.0 g) and imidazole (1.6 g) were stirred in dimethylformamide (20 ml) at room temperature for 1 h. The reaction mixture was treated with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The residue was recrystallized from n-hexane to give the title compound (4.2 g), melting point: 88–90° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customafter which the solvent was evaporated under reduced pressure
  5. customThe residue was recrystallized from n-hexane

出典と根拠

ORDレコード
ord-7298e0a646fe43e2b78b7ca4a631d47f
出典データセット
uspto-grants-2006_03
特許番号
US07015218B1

反応ノート

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