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Hydrazine → 4-Methoxy-1H-pyrrolo(2,3-c)pyridine

HRID 2184252
ノート
印刷プレビュー

反応式

HRID 2184252 の反応式
Br[C:2]1[C:3]([O:12][CH3:13])=[C:4]2[C:8](=[C:9](Br)[N:10]=1)[NH:7][CH:6]=[CH:5]2.NN>CCO.[Pd]>[CH3:13][O:12][C:3]1[CH:2]=[N:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 9321HydrazineHCID 224762675,7-Dibromo-4-methoxy-6-azaindole

生成物 1

HCID 224762374-Methoxy-1H-pyrrolo(2,3-c)pyridine収率 88%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A solution of 5,7-Dibromo-4-methoxy-6-azaindole 36 (680 mg, 2.22 mmol), 5% Pd/C (350 mg, 0.17 mmol) and hydrazine (2.5 mL, 80 mmol) in EtOH was heated at reflux for 1 h. The reaction mixture was allowed to cool t rt, filtered through celite and the filtrate concentrated. Aqueous NH4OH (11% in H2O, 45 mL) was added to the residue and the solution was extracted with CH2Cl2 (3×30 mL). The combined o anics were dried (MgSO4), filtered and concentrated to yield 4-methoxy-6-azaindole 37 (290 mg, 1.95 mmol, 88%) as an orange solid.

後処理

  1. temperatureat reflux for 1 h
  2. filtrationfiltered through celite
  3. concentrationthe filtrate concentrated
  4. additionAqueous NH4OH (11% in H2O, 45 mL) was added to the residue
  5. extractionthe solution was extracted with CH2Cl2 (3×30 mL)
  6. dry with materialwere dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-dbfc61fb60ab453c8cc454f4a007bbe1
出典データセット
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06900323B2

反応ノート

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