Sodium Hydroxide → 4-Chloro-2-methyl-2H-pyrazolo[3,4-b]pyridine

HRID 607154노트

반응식

HRID 607154 반응식
[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([NH:5][CH:6]=[CH:7][C:8]2=O)=[N:3]1.P(Cl)(Cl)([Cl:14])=O.[OH-].[Na+]>>[Cl:14][C:8]1[C:9]2[C:4](=[N:3][N:2]([CH3:1])[CH:10]=2)[N:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 1364007322-Methyl-2,7-dihydro-pyrazolo[3,4-b]pyridin-4-one

생성물 1

HCID 668084904-Chloro-2-methyl-2H-pyrazolo[3,4-b]pyridine수율 88%

실험 절차

A mixture of the product of Example 8b (0.177 g, 1.19 mmol) and phosphorus oxychloride (3 mL) was heated under reflux for 30 min and then cooled to room temperature. The reaction mixture was poured over ice, taken to pH 8 by the addition of 1N aqueous sodium hydroxide solution, and extracted with dichloromethane (3×30 mL). The combined organic phase was dried over anhydrous magnesium sulfate, filtered, and evaporated under reduced pressure to provide the title compound (0.170 g, 88% yield).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 30 min
  3. additionThe reaction mixture was poured over ice
  4. extractionextracted with dichloromethane (3×30 mL)
  5. dry with materialThe combined organic phase was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-d59231ea5c2146ea98c4425d194d27d5
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915411B2

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