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Ammonium formate → 5-Amino-N-phenyl-1-(2-phenylethyl)-1H-indole-2-carboxamide

HRID 1824992
ノート
印刷プレビュー

反応式

HRID 1824992 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]([C:21]([NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:22])=[CH:7]2)([O-])=O.C([O-])=O.[NH4+]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]([C:21]([NH:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:22])=[CH:7]2
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 2723923Ammonium formateHCID 221446385-Nitro-N-phenyl-1-(2-phenylethyl)-1H-indole-2-carboxamide

生成物 1

HCID 221446705-Amino-N-phenyl-1-(2-phenylethyl)-1H-indole-2-carboxamide

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate
溶媒

実験手順

50 mg (0.13 mmol) of 5-nitro-N-phenyl-1-(2-phenylethyl)-1H-indole-2-carboxamide from Example XLIX are initially charged in 7 ml of ethyl acetate and 7 ml of ethanol. 49 mg (0.78 mmol) of ammonium formate and 14 mg of palladium on activated carbon are added. The mixture is heated to reflux, and at 50° C. gas evolves. After 4 hours at reflux, the mixture is cooled and filtered through kieselguhr, which is then washed with 500 ml of ethanol. The solvent is removed under reduced pressure and the residue is dried. This gives 115 mg of a white solid which still contains inorganic salts and which is reacted further without purification.

後処理

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. customat 50° C.
  4. temperatureAfter 4 hours at reflux
  5. temperaturethe mixture is cooled
  6. filtrationfiltered through kieselguhr, which
  7. washis then washed with 500 ml of ethanol
  8. customThe solvent is removed under reduced pressure
  9. customthe residue is dried
  10. customThis gives 115 mg of a white solid which still contains inorganic salts and which is reacted further without purification

出典と根拠

ORDレコード
ord-59676dbada384896a2ac1cbd86827a24
出典データセット
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07045544B2

反応ノート

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