Dimethylformamide → 2-Isopropylpyrazolo[1,5-a]pyridine-3-carbaldehyde

HRID 731731노트

반응식

HRID 731731 반응식
P(Cl)(Cl)(Cl)=O.[CH:6]([C:9]1[CH:17]=[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][N:11]2[N:10]=1)([CH3:8])[CH3:7].[OH-].[Na+].CN([CH:23]=[O:24])C>>[CH:6]([C:9]1[C:17]([CH:23]=[O:24])=[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][N:11]2[N:10]=1)([CH3:8])[CH3:7]

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 113786582-Isopropylpyrazolo[1,5-a]pyridine

생성물 1

HCID 143032672-Isopropylpyrazolo[1,5-a]pyridine-3-carbaldehyde수율 82%

실험 절차

Upon stirring 3 mL of DMF at room temperature, neat phosphorous oxychloride (0.8 mL 1.3 equivalents) was added dropwise. The resulting mixture was stirred at room temperature for 10 minutes, followed by dropwise addition of neat 2-isopropylpyrazolo[1,5-a]pyridine (1 g, 1 equivalent). The solution was stirred at room temperature for 19 hours and poured into 100 mL of ice water. The pH of the aqueous solution was adjusted to 8 using solid NaOH. The precipitate formed was collected by filtration and dried under reduced pressure to furnish 2-isopropylpyrazolo[1,5-a]pyridine-3-carbaldehyde (0.97 g, 82% yield) as a white solid. Compound 1073.

후처리

  1. stirringThe solution was stirred at room temperature for 19 hours
  2. customThe precipitate formed
  3. filtrationwas collected by filtration
  4. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-b018040e0f2049859264b5e3efc50b53
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585875B2

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