Acetohydrazide → HCID 178493714、化合物

HRID 1394452ノート

反応式

HRID 1394452 の反応式
COC1C=[N:10][C:9]([C:12]#[N:13])=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2.[C:14]([NH:17][NH2:18])(=O)[CH3:15].[CH2:19]([O:21][C:22]([CH3:24])=O)C.O>>[CH3:19][O:21][C:22]1[CH:24]=[N:10][C:9]([C:12]2[NH:13][C:14]([CH3:15])=[N:17][N:18]=2)=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2

参加物

4

反応物 3

HCID 14039AcetohydrazideHCID 22728543Water ethylacetateHCID 450911364-Methoxy-1H-pyrrolo[2,3-c]pyridine-7-carbonitrile

生成物 1

HCID 178493714HCID 178493714、化合物収率 26%

反応条件

温度
150 °C

実験手順

A mixture of 4-methoxy-7-cyano-6-azaindole (0.131 g, 0.757 mmol) and acetic hydrazide (0.270 g, 3.645 mmol) was heated in a sealed tube at 150° C. for 48 h. The reaction mixture was cooled and the solid residue was diluted with EtOAc-H2O. The aqueous phase was separated and re-extracted twice with EtOAc. The combined organic layers were washed (H2O, brine), dried (Na2SO4) and concentrated, and the residue was purified by preparative HPLC (NH4OAc), affording the title compound (0.0455 g, 26%) as a colorless solid:

後処理

  1. temperatureThe reaction mixture was cooled
  2. customThe aqueous phase was separated
  3. extractionre-extracted twice with EtOAc
  4. washThe combined organic layers were washed (H2O, brine)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customthe residue was purified by preparative HPLC (NH4OAc)

出典と根拠

ORDレコード
ord-33af9e05e1614e2bb65af96c497fe89a
出典データセット
uspto-grants-2008_03
特許番号
US07348337B2

反応ノート

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