Acetic Acid → 5-bromo-3-(pyridin-3-ylmethyl)-1H-indole

HRID 355984

反応式

HRID 355984 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH:9]=O)[CH:2]=1.Cl.[Br:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19]N)=[CH:15][CH:14]=1.C(O)(=O)C>C(O)C>[Br:12][C:13]1[CH:14]=[C:15]2[C:16](=[CH:17][CH:18]=1)[NH:19][CH:9]=[C:8]2[CH2:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 121574-Bromophenylhydrazine hydrochlorideHCID 111054123-(Pyridin-3-yl)propanal

生成物 1

HCID 189408375-bromo-3-(pyridin-3-ylmethyl)-1H-indole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 3-pyridin-propionaldehyde (1 g; 0.0074 mol) and of 4-bromophenylhydrazin hydrochloride (1.8 g; 0.0074 mol) with acetic acid (4.44 ml) in absolute ethanol (50 ml) was refluxed for 3 hours. The reaction was then quenched with a saturated solution of aqueous sodium carbonate and the product was extracted with ethyl acetate. The organic extract was dried (MGSO4) and evaporated under vacuum. After purification by Flash Chromatography on silica gel using as eluent methylene chloride/methanol (98/2), the desired compound was obtained.

後処理

  1. customThe reaction was then quenched with a saturated solution of aqueous sodium carbonate
  2. extractionthe product was extracted with ethyl acetate
  3. extractionThe organic extract
  4. customwas dried (MGSO4)
  5. customevaporated under vacuum
  6. customAfter purification by Flash Chromatography on silica gel using as eluent methylene chloride/methanol (98/2)

出典と根拠

ORDレコード
ord-bfb74f571a174ea787722b430fdb89e4
出典データセット
uspto-grants-1998_11
特許番号
US05834493

関連ノート

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