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

HRID 1824992
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HRID 1824992 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-59676dbada384896a2ac1cbd86827a24
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07045544B2

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