Aluminium lithium hydride → (1H-Pyrrolo[2,3-b]pyridin-5-yl)methanol

HRID 269488ノート

反応式

HRID 269488 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[CH:13]=[CH:12][NH:11][C:8]2=[N:9][CH:10]=1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[NH:11]1[C:8]2=[N:9][CH:10]=[C:5]([CH2:3][OH:2])[CH:6]=[C:7]2[CH:13]=[CH:12]1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 22832049methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate

生成物 1

HCID 22832050(1H-Pyrrolo[2,3-b]pyridin-5-yl)methanol収率 98%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester (75 mg, 0.394 mmol) in THF at 0 C was added lithium aluminum hydride (45 mg, 1.18 mmol) and the reaction mixture was slowly allowed to warm to ambient temperature. The reaction was refluxed for 12 hr, allowed to cool and quenched with water. Extraction with ethyl acetate, washed with brine, dried (Na2SO4) to afford (1H-Pyrrolo[2,3-b]pyridin-5-yl)-methanol (57 mg, 98% yield).

後処理

  1. temperatureThe reaction was refluxed for 12 hr
  2. temperatureto cool
  3. customquenched with water
  4. extractionExtraction with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried (Na2SO4)

出典と根拠

ORDレコード
ord-970f12e663a64fd8a5d51b42c818c26c
出典データセット
uspto-grants-2008_11
特許番号
US07446199B2

反応ノート

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