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1-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole → 1-(2,5-difluoro-4-hydroxyphenyl)-1H-indol-4-ol

HRID 2421261
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HRID 2421261 반응식
[F:1][C:2]1[CH:7]=[C:6]([O:8]CC2C=CC=CC=2)[C:5]([F:16])=[CH:4][C:3]=1[N:17]1[C:25]2[C:20](=[C:21]([O:26]CC3C=CC=CC=3)[CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18]1>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([F:16])=[CH:4][C:3]=1[N:17]1[C:25]2[CH:24]=[CH:23][CH:22]=[C:21]([OH:26])[C:20]=2[CH:19]=[CH:18]1
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참가 물질

4

반응물 1

HCID 596279201-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole

생성물 1

HCID 441932841-(2,5-difluoro-4-hydroxyphenyl)-1H-indol-4-ol수율 74.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

1-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole (D22) (258 mg, 0.584 mmoL)) was dissolved in ethyl acetate (10 mL) and was hydrogenated at room temperature and atmospheric pressure in the presence of 10% palladium on charcoal (50% wet) (120 mg). After 22 hours the mixture was filtered and concentrated in vacuo. The crude product was purified by MDAP to give the title compound (E12), (114 mg).

후처리

  1. customwas hydrogenated at room temperature
  2. filtrationAfter 22 hours the mixture was filtered
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by MDAP

출처 및 근거

ORD 기록
ord-3c1517c048f34e788187682935c9e9d7
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07956083B2

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