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7-bromo-5-fluoro-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole → 7-bromo-5-fluoro-1-(3-fluoro-4-hydroxyphenyl)-1H-indol-4-ol

HRID 2421253
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인쇄 미리보기

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HRID 2421253 반응식
[Br:1][C:2]1[CH:3]=[C:4]([F:34])[C:5]([O:26]CC2C=CC=CC=2)=[C:6]2[C:10]=1[N:9]([C:11]1[CH:16]=[CH:15][C:14]([O:17]CC3C=CC=CC=3)=[C:13]([F:25])[CH:12]=1)[CH:8]=[CH:7]2>C(OCC)(=O)C.[Pd]>[Br:1][C:2]1[C:10]2[N:9]([C:11]3[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([F:25])[CH:12]=3)[CH:8]=[CH:7][C:6]=2[C:5]([OH:26])=[C:4]([F:34])[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 596279357-bromo-5-fluoro-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole

생성물 1

HCID 441824137-bromo-5-fluoro-1-(3-fluoro-4-hydroxyphenyl)-1H-indol-4-ol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

The 7-bromo-5-fluoro-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole (D6) (442 mg, 0.849 mmol) in ethyl acetate (20 mL) was hydrogenated in the H-cube over 10% Pd—C at a flow rate of 1 mL/min. The product mixture was evaporated and chromatographed (silica gel, ethyl acetate in hexane) to give material that was further purified by MDAP to give the title compound (E4) as an off white solid. (84 mg)

후처리

  1. customThe product mixture was evaporated
  2. customchromatographed (silica gel, ethyl acetate in hexane)
  3. customto give material that
  4. customwas further purified by MDAP

출처 및 근거

ORD 기록
ord-e9309f5a715d483e90afc5959ca55c4d
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07956083B2

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