2-Hydrazinopyridine → HCID 178515966、化合物

HRID 476203

反応式

HRID 476203 の反応式
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].C([O:11][C:12](=O)[CH2:13][C:14](=O)/[CH:15]=[CH:16]/[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)C>C(O)(=O)C>[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[N:1]1[C:12]([OH:11])=[CH:13][C:14]([CH:15]=[CH:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[N:2]1

参加物

4

反応物 2

HCID 786452-HydrazinopyridineHCID 11053129Ethyl-3-oxo-5-phenylpent-4-enoate

生成物 1

HCID 178515966HCID 178515966、化合物収率 68%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
60 °C

実験手順

2-hydrazinopyridine (161 mg, 1.477 mmol) was added to a solution of (E)-ethyl-5-phenyl-3-oxopent-4-enoate (8a, 355 mg, 1.62 mmol) prepared in Example C-1 in acetic acid (3 mL), followed by stirring under reflux at 60° C. for 30 minutes. Then, the reaction solution was concentrated by distillation under reduced pressure, and ethyl acetate (5 mL) and water (5 mL) were added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and separated by column chromatography (n-Hex/EtOAc=10/1 (v/v)) to afford the title compound.

後処理

  1. concentrationThen, the reaction solution was concentrated by distillation under reduced pressure, and ethyl acetate (5 mL) and water (5 mL)
  2. additionwere added
  3. extractionfollowed by extraction with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customseparated by column chromatography (n-Hex/EtOAc=10/1 (v/v))

出典と根拠

ORDレコード
ord-039573d07fb6453ebedaca2359e2394d
出典データセット
uspto-grants-2014_01
特許番号
US08637674B2

関連ノート

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