{3-Bromo-5-[2-chloro-4-(ethylsulfonyl)phenoxy]phenyl}acetic acid → {3-[2-Chloro-4-(ethylsulfonyl)phenoxy]-5-pyridin-2-ylphenyl}acetic acid

HRID 1686468ノート

反応式

HRID 1686468 の反応式
Br[C:2]1[CH:3]=[C:4]([CH2:21][C:22]([OH:24])=[O:23])[CH:5]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH2:18][CH3:19])(=[O:17])=[O:16])=[CH:11][C:10]=2[Cl:20])[CH:7]=1.[Br-].[N:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[Zn+]>O1CCOCC1.O.[Pd+2].C1(P([C-]2C=CC=C2)C2C=CC=CC=2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2]>[Cl:20][C:10]1[CH:11]=[C:12]([S:15]([CH2:18][CH3:19])(=[O:17])=[O:16])[CH:13]=[CH:14][C:9]=1[O:8][C:6]1[CH:5]=[C:4]([CH2:21][C:22]([OH:24])=[O:23])[CH:3]=[C:2]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][N:26]=2)[CH:7]=1

参加物

6

反応物 2

HCID 57791934{3-Bromo-5-[2-chloro-4-(ethylsulfonyl)phenoxy]phenyl}acetic acidHCID 178418723HCID 178418723、化合物

生成物 1

HCID 16123987{3-[2-Chloro-4-(ethylsulfonyl)phenoxy]-5-pyridin-2-ylphenyl}acetic acid

試薬・触媒・溶媒 3

HCID 178506420bis(diphenylphosphino)ferrocene palladium(II)触媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

The product from example 55 step (vi) (0.45 g), 2-pyridyl zinc bromide (0.89 ml) and bisdiphenylphosphinoferrocene palladium (II) (0.04 g) in dry dioxane (20 ml) were heated to 90° C. for 20 h. Mixture diluted with water, extracted with DCM, dried (MgSO4) and evaporated under reduced pressure to an oil, which was purified by RPHPLC to give a white solid (3 mg).

後処理

  1. extractionextracted with DCM
  2. dry with materialdried (MgSO4)
  3. customevaporated under reduced pressure to an oil, which
  4. customwas purified by RPHPLC

出典と根拠

ORDレコード
ord-d32e2f03e6a04392b263bcea98b6adad
出典データセット
uspto-grants-2012_04
特許番号
US08148572B2

反応ノート

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