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

HRID 731731ノート

反応式

HRID 731731 の反応式
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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b018040e0f2049859264b5e3efc50b53
出典データセット
uspto-grants-2009_09
特許番号
US07585875B2

反応ノート

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