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

HRID 395425ノート

反応式

HRID 395425 の反応式
[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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ec18a909af2943c1bfc5cc656d06b213
出典データセット
uspto-grants-2003_08
特許番号
US06605620B1

反応ノート

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