Acetyl chloride → 1-[2-(Propan-2-yl)pyrazolo[1,5-a]pyridin-3-yl]ethan-1-one

HRID 731735노트

반응식

HRID 731735 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[CH:9]([C:12]1[CH:20]=[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N:14]2[N:13]=1)([CH3:11])[CH3:10].C([O-])(O)=O.[Na+]>ClCCl.CCOC(C)=O>[CH:9]([C:12]1[C:20]([C:5](=[O:7])[CH3:6])=[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N:14]2[N:13]=1)([CH3:11])[CH3:10]

참가 물질

7

반응물 4

HCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 6451240Aluminum(III) ChlorideHCID 113786582-Isopropylpyrazolo[1,5-a]pyridine

생성물 1

HCID 159338551-[2-(Propan-2-yl)pyrazolo[1,5-a]pyridin-3-yl]ethan-1-one수율 46%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

Solid aluminum chloride (0.82 g, 2 equivalents) was added to a solution of acetyl chloride (0.24 mL, 1.1 equivalents) in 1 mL of dichloromethane and the solution was stirred at room temperature for 40 minutes. Neat 2-isopropylpyrazolo[1,5-a]pyridine (0.5 g, 1 equivalent) was added dropwise to this solution at room temperature (exotherm was observed), and the resulting solution was stirred at room temperature for 20 hours and worked up with EtOAc and saturated NaHCO3. The crude product was purified by silica gel flash column chromatography to give 1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)ethanone (0.29 g, 46% yield) as a solid. Compound 1080.

후처리

  1. stirringthe resulting solution was stirred at room temperature for 20 hours
  2. customThe crude product was purified by silica gel flash column chromatography

출처 및 근거

ORD 기록
ord-c9c43f1d4ff747c68bc55a28800a3668
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585875B2

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