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

HRID 1744529노트

반응식

HRID 1744529 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7298e0a646fe43e2b78b7ca4a631d47f
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07015218B1

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