Tetrahydrofuran → HCID 57682807、化合物

HRID 495000ノート

反応式

HRID 495000 の反応式
[O:1]1CCCC1.[OH:6][C:7]1C(C(NC)=O)=[CH:11][CH:10]=[C:9]([O:17][CH3:18])[C:8]=1[CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([N:27]2[C:35]3[C:30](=[CH:31][CH:32]=[C:33]([C:36]([NH2:38])=[O:37])[CH:34]=3)[CH:29]=[CH:28]2)[CH2:23][CH2:22]1.[C:39]([N:46]1[CH:50]=[CH:49]N=[CH:47]1)(N1C=CN=C1)=[O:40]>CN(C)C=O>[CH3:18][O:17][C:9]1[CH:10]=[CH:11][C:49]2[C:50](=[O:1])[N:46]([CH3:47])[C:39](=[O:40])[O:6][C:7]=2[C:8]=1[CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([N:27]2[C:35]3[C:30](=[CH:31][CH:32]=[C:33]([C:36]([NH2:38])=[O:37])[CH:34]=3)[CH:29]=[CH:28]2)[CH2:23][CH2:22]1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 57682769HCID 57682769、化合物

生成物 1

HCID 57682807HCID 57682807、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

30 ml of anhydrous tetrahydrofuran was added to 408 mg of 1-(1-(2-(2-hydroxy-6-methoxy-3-((methylamino)carbonyl)phenyl)ethyl)piperidin-4-yl)-1H-indole-6-carboxamide. Thereafter, 294 mg of 1,1′-carbonyldiimidazole was added thereto. The obtained mixture was then heated to reflux under nitrogen atmosphere for 5 minutes. Thereafter, 5 ml of N,N-dimethylformamide was added to the reaction solution, and the obtained mixture was then heated to reflux under nitrogen atmosphere for 45 minutes. The reaction solution was cooled to a room temperature, and the solvent was then removed under a reduced pressure. Thereafter, 294 mg of 1,1′-carbonyldiimidazole was added to the residue. The reaction mixture was heated to reflux under nitrogen atmosphere for 30 minutes. The reaction solution was cooled to a room temperature, and the solvent was then removed under a reduced pressure. Water was added to the residue, and the precipitate was collected by filtration. The precipitate was washed with diethyl ether. It was then suspended in ethanol, and the solvent was removed under a reduced pressure. Ethyl acetate was added to the residue, followed by filtration, so as to obtain 451 mg of the subject compound.

後処理

  1. temperatureThe obtained mixture was then heated
  2. temperatureto reflux under nitrogen atmosphere for 5 minutes
  3. temperaturethe obtained mixture was then heated
  4. temperatureto reflux under nitrogen atmosphere for 45 minutes
  5. customthe solvent was then removed under a reduced pressure
  6. additionThereafter, 294 mg of 1,1′-carbonyldiimidazole was added to the residue
  7. temperatureThe reaction mixture was heated
  8. temperatureto reflux under nitrogen atmosphere for 30 minutes
  9. temperatureThe reaction solution was cooled to a room temperature
  10. customthe solvent was then removed under a reduced pressure
  11. additionWater was added to the residue
  12. filtrationthe precipitate was collected by filtration
  13. washThe precipitate was washed with diethyl ether
  14. customthe solvent was removed under a reduced pressure
  15. additionEthyl acetate was added to the residue
  16. filtrationfollowed by filtration

出典と根拠

ORDレコード
ord-776b488aff8340559df54af1cc0341e6
出典データセット
uspto-grants-2009_05
特許番号
US07538123B2

反応ノート

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