2-Hydrazinopyridine → HCID 178515966, 화합물

HRID 476203

반응식

HRID 476203 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 178515966HCID 178515966, 화합물수율 68%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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))

출처 및 근거

ORD 기록
ord-039573d07fb6453ebedaca2359e2394d
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637674B2

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