Benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate → 4-[3-(3-Aminobenzyl)indol-1-yl]-4-oxobutyric acid

HRID 249158노트

반응식

HRID 249158 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17](=[O:30])[CH2:18][CH2:19][C:20]([O:22]CC2C=CC=CC=2)=[O:21])[CH:9]=1)([O-])=O>O1CCOCC1.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17](=[O:30])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH:9]=1

참가 물질

5

반응물 1

HCID 19024729Benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate

생성물 1

HCID 190246994-[3-(3-Aminobenzyl)indol-1-yl]-4-oxobutyric acid수율 67.3%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 312751,4-Dioxane용매

반응 조건

온도
25 °C

실험 절차

To a solution of benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate (320 mg) in a mixture of 1,4-dioxane (6 ml) and methanol (3 ml) was added 10% palladium on activated carbon (60 mg), and the mixture was shaken under hydrogen atmosphere (3 atm) at 25° C. for 1.5 hours. The catalyst was filtered off and the filtrate was evaporated. The crude crystals were washed with hot chloroform and hot ethyl acetate to give 4-[3-(3-aminobenzyl)indol-1-yl]-4-oxobutyric acid (157 mg).

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. washThe crude crystals were washed with hot chloroform and hot ethyl acetate

출처 및 근거

ORD 기록
ord-f3c4615afbf745679a7cd2275ebec788
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212320

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