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

HRID 2421260

反応式

HRID 2421260 の反応式
[F:1][C:2]1[CH:3]=[C:4]([N:17]2[C:25]3[C:20](=[C:21]([O:26]CC4C=CC=CC=4)[CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18]2)[CH:5]=[C:6]([F:16])[C:7]=1[O:8]CC1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[F:16][C:6]1[CH:5]=[C:4]([N:17]2[C:25]3[CH:24]=[CH:23][CH:22]=[C:21]([OH:26])[C:20]=3[CH:19]=[CH:18]2)[CH:3]=[C:2]([F:1])[C:7]=1[OH:8]

参加物

4

実験手順

1-{3,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole (D21) (299 mg, 0.678 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) (150 mg). After 21 hours the mixture was filtered and concentrated in vacuo. The crude product was purified by flash chromatography (Biotage SP4) eluting with a gradient of 0 to 100% Et2O in hexane to give the title compound (E11), (61 mg).

後処理

  1. customwas hydrogenated at room temperature
  2. filtrationAfter 21 hours the mixture was filtered
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by flash chromatography (Biotage SP4)
  5. washeluting with a gradient of 0 to 100% Et2O in hexane

出典と根拠

ORDレコード
ord-9e4f8a5d2a2f4b4d9194426256e2f22a
出典データセット
uspto-grants-2011_06
特許番号
US07956083B2

関連ノート

読み込み中…