Water → 2-(3-Hydroxymethyl-pyrazolo[1,5-a]pyridin-2-yl)-propan-2-ol

HRID 549391ノート

反応式

HRID 549391 の反応式
C([O:3][C:4]([C:6]1[C:7]([C:15]([OH:18])([CH3:17])[CH3:16])=[N:8][N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[OH:3][CH2:4][C:6]1[C:7]([C:15]([OH:18])([CH3:16])[CH3:17])=[N:8][N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 578992642-(1-Hydroxy-1-methyl-ethyl)-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester

生成物 1

HCID 578992362-(3-Hydroxymethyl-pyrazolo[1,5-a]pyridin-2-yl)-propan-2-ol収率 117.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(1-hydroxy-1-methyl-ethyl)-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester (1.54 g, 6.20 mmol) in tetrahydrofuran (25 mL) at 0° C. was added lithium aluminum hydride (0.27 g, 6.88 mmol). The mixture was allowed to warm to room temperature and stirred for 16 h. The reaction was cooled in an ice bath and 0.27 mL of water, 0.27 mL of 15% aqueous sodium hydroxide and 0.81 mL of water were sequentially added. The mixture was filtered through a plug of Celite, which was washed with methanol. The filtrate and washes were combined and concentrated in vacuo to give 1.5 g of the title compound as a yellow oil that was used directly in the next step.

後処理

  1. temperatureThe reaction was cooled in an ice bath
  2. filtrationThe mixture was filtered through a plug of Celite, which
  3. washwas washed with methanol
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-595c28b43870447ebbb196bad62f60a1
出典データセット
uspto-grants-2011_05
特許番号
US07943652B2

反応ノート

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