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

HRID 2192171노트

반응식

HRID 2192171 반응식
[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

참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-67fd7d440ff94acb829dae79630d4397
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329716B2

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