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ethyl 5-(3-methoxypropoxy)-7-nitro-1H-indole-2-carboxylate → ethyl 7-amino-5-(3-methoxypropoxy)-1H-indole-2-carboxylate

HRID 504779
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반응식

HRID 504779 반응식
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:13](=[C:14]([N+:16]([O-])=O)[CH:15]=1)[NH:12][C:11]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:10]2>[C].[Pd].O1CCCC1>[NH2:16][C:14]1[CH:15]=[C:7]([O:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH:8]=[C:9]2[C:13]=1[NH:12][C:11]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:10]2
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참가 물질

4

반응물 1

HCID 57476209ethyl 5-(3-methoxypropoxy)-7-nitro-1H-indole-2-carboxylate

생성물 1

HCID 57476210ethyl 7-amino-5-(3-methoxypropoxy)-1H-indole-2-carboxylate수율 97%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of ethyl 5-(3-methoxypropoxy)-7-nitro-1H-indole-2-carboxylate (6.15 g), 10% palladium-carbon (50% containing water, 1.0 g) and tetrahydrofuran (150 mL) was subjected to catalytic reduction at room temperature under hydrogen atmosphere at normal pressure. The catalyst was filtered off, and the filtrate was concentrated. The obtained crystals were washed with diisopropyl ether to give the title compound (5.41 g, yield 97%) as yellow crystals. The crystals were recrystallized from ethyl acetate-diisopropyl ether to give pale-yellow prism crystals. melting point 139-140° C.

후처리

  1. customwas subjected to catalytic reduction at room temperature under hydrogen atmosphere at normal pressure
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated
  4. washThe obtained crystals were washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-5091c914d4c044338fca74cdc43327bd
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07777047B2

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