Sodium Methoxide → N-(3-Fluoro-4-{[3-(2-methoxyethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy}phenyl)acetamide

HRID 2192173노트

반응식

HRID 2192173 반응식
CC1C=CC(S([O:11][CH2:12][CH2:13][C:14]2[C:22]3[C:17](=[N:18][CH:19]=[CH:20][C:21]=3[O:23][C:24]3[CH:29]=[CH:28][C:27]([NH:30][C:31](=[O:33])[CH3:32])=[CH:26][C:25]=3[F:34])[N:16](S(C3C=CC(C)=CC=3)(=O)=O)[CH:15]=2)(=O)=O)=CC=1.[CH3:45][O-].[Na+]>CO>[F:34][C:25]1[CH:26]=[C:27]([NH:30][C:31](=[O:33])[CH3:32])[CH:28]=[CH:29][C:24]=1[O:23][C:21]1[CH:20]=[CH:19][N:18]=[C:17]2[NH:16][CH:15]=[C:14]([CH2:13][CH2:12][O:11][CH3:45])[C:22]=12

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 597409892-{4-[4-(Acetylamino)-2-fluorophenoxy]-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}ethyl 4-methylbenzenesulfonate

생성물 1

HCID 59741010N-(3-Fluoro-4-{[3-(2-methoxyethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy}phenyl)acetamide

시약·촉매·용매 1

HCID 887Methanol용매

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온도
45 °C

실험 절차

150 mg (0.24 mmol) of 2-{4-[4-(acetylamino)-2-fluorophenoxy]-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}ethyl 4-methylbenzenesulfonate are dissolved in 6 ml of methanol. 0.17 ml (0.94 mmol) of a 5.4M sodium methoxide solution is added, and the mixture is stirred at 45° C. overnight. The reaction solution is partitioned between 1N aqueous sodium hydroxide solution and ethyl acetate. The aqueous phase is extracted with ethyl acetate and the combined organic phases are dried over magnesium sulfate. The solvent is removed under reduced pressure. The product obtained is reacted without further purification.

후처리

  1. customThe reaction solution is partitioned between 1N aqueous sodium hydroxide solution and ethyl acetate
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. dry with materialthe combined organic phases are dried over magnesium sulfate
  4. customThe solvent is removed under reduced pressure
  5. customThe product obtained
  6. customis reacted without further purification

출처 및 근거

ORD 기록
ord-8b35c6b5cb2b413c87433e8adb313d2c
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329716B2

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