Sodium Hydroxide → 2-[4-(4-Amino-2-fluorophenoxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethanol

HRID 2192171ノート

反応式

HRID 2192171 の反応式
[F:1][C:2]1[CH:3]=[C:4]([NH:31]C(=O)C)[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[N:15](S(C3C=CC(C)=CC=3)(=O)=O)[CH:16]=[C:17]([CH2:18][CH2:19][OH:20])[C:10]=12.[OH-].[Na+]>C(O)C>[NH2:31][C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[NH:15][CH:16]=[C:17]([CH2:18][CH2:19][OH:20])[C:10]=23)=[C:2]([F:1])[CH:3]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 59740986N-[3-Fluoro-4-({3-(2-hydroxyethyl)-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}oxy)phenyl]acetamide

生成物 1

HCID 210815442-[4-(4-Amino-2-fluorophenoxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethanol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

470 mg (0.97 mmol) of N-[3-fluoro-4-({3-(2-hydroxyethyl)-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo-[2,3-b]pyridin-4-yl}oxy)phenyl]acetamide are dissolved in 25 ml of ethanol. 10 ml of 20% strength aqueous sodium hydroxide solution are added, and the reaction mixture is stirred at 90° C. overnight. Most of the solvent is removed under reduced pressure, the residue is taken up in ethyl acetate and partitioned between ethyl acetate and 1N aqueous sodium hydroxide solution and extracted. The organic phase is washed with 1N aqueous sodium hydroxide solution and dried over magnesium sulfate, and the solvent is removed under reduced pressure.

後処理

  1. customMost of the solvent is removed under reduced pressure
  2. custompartitioned between ethyl acetate and 1N aqueous sodium hydroxide solution
  3. extractionextracted
  4. washThe organic phase is washed with 1N aqueous sodium hydroxide solution
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-67fd7d440ff94acb829dae79630d4397
出典データセット
uspto-grants-2012_12
特許番号
US08329716B2

反応ノート

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