Ethanol → 4-(Ethoxycarbonylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

HRID 1937668노트

반응식

HRID 1937668 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:25][CH2:24][CH:23](C(N)=O)[CH2:22][CH2:21]3)[CH:16]=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH2:29]([OH:31])[CH3:30].FC(F)(F)C(OI(C1C=CC=CC=1)O[C:39](=[O:44])C(F)(F)F)=O.C(#[N:55])C>>[CH2:29]([O:31][C:39]([NH:55][CH:23]1[CH2:24][CH2:25][N:20]([CH2:19][C:17]2[CH:16]=[CH:15][N:14]=[C:13]([C:5]3[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=3)[CH:18]=2)[CH2:21][CH2:22]1)=[O:44])[CH3:30]

참가 물질

5

반응물 4

HCID 702EthanolHCID 6342AcetonitrileHCID 102317Bis(trifluoroacetoxy)iodobenzeneHCID 225579821-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl]piperidine-4-carboxamide

생성물 1

HCID 225578354-(Ethoxycarbonylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

실험 절차

To a solution of 1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine-4-carboxamide (528 mg) in a mixed solvent of ethanol (10 mL) and acetonitrile (10 mL) was added [bis(trifluoroacetoxy)iodo]benzene (884 mg). The mixture was stirred at room temperature overnight and evaporated. Saturated aqueous sodium hydrogen carbonate was added to the residue and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was applied to a column of silica gel and purified using chloroform-methanol (20:1) as an eluent to give the title compound.

후처리

  1. customevaporated
  2. additionSaturated aqueous sodium hydrogen carbonate was added to the residue
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated
  7. custompurified

출처 및 근거

ORD 기록
ord-1f19cd6862ea4f32af60d3fbd8df58a8
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06395753B1

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