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Methanol → N1-Methyl-5-amino-1H-1-indolecarboxamide

HRID 2376925
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HRID 2376925 반응식
CO.[Cl-].[NH4+].[CH3:5][NH:6][C:7]([N:9]1[C:17]2[C:12](=[CH:13][C:14]([N+:18]([O-])=O)=[CH:15][CH:16]=2)[CH:11]=[CH:10]1)=[O:8]>[Fe].O>[CH3:5][NH:6][C:7]([N:9]1[C:17]2[C:12](=[CH:13][C:14]([NH2:18])=[CH:15][CH:16]=2)[CH:11]=[CH:10]1)=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 887MethanolHCID 25517Ammonium ChlorideHCID 21949157N1-Methyl-5-nitro-1H-1-indolecarboxamide

생성물 1

HCID 21949101N1-Methyl-5-amino-1H-1-indolecarboxamide수율 76%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

실험 절차

Methanol (6 ml), water (2 ml), iron (0.32 g) and ammonium chloride (0.64 g) were added to N1-methyl-5-nitro-1H-1-indolecarboxamide (0.32 g, 1.46 mmol) synthesized in Production example 218-1; and the reaction mixture was heated to reflux for 2 hours. The reaction mixture was partitioned between ethyl acetate and water; the organic layer was washed with water and brine, and dried over anhydrous sodium sulfate. The residue was filtrated with celite, and concentrated under reduced pressure to yield the title compound (210 mg).

후처리

  1. customsynthesized in Production example 218-1
  2. temperatureand the reaction mixture was heated
  3. temperatureto reflux for 2 hours
  4. customThe reaction mixture was partitioned between ethyl acetate and water
  5. washthe organic layer was washed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationThe residue was filtrated with celite
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-04faaaff43d3457f9820bf0ed779139e
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07468380B2

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