Piperazine → Methyl 6-piperazinonicotinate

HRID 612414노트

반응식

HRID 612414 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8](Br)=[N:9][CH:10]=1)=[O:4].[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>C(#N)C>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[N:9][CH:10]=1)=[O:4]

참가 물질

4

반응물 2

HCID 4837PiperazineHCID 13349623Methyl 6-bromopyridine-3-carboxylate

생성물 1

HCID 14987928Methyl 6-piperazinonicotinate수율 56%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 2-bromopyridine-5-carboxylic acid methyl ester (1.40 g, 6.5 mmol) and piperazine (5.59 g, 65 mmol) was dissolved in acetonitrile (50 ml) and heated at reflux temperature for 2.5 h. The reaction mixture was concentrated in vacuo, dissolved in dichloromethane (50 ml) and extracted with water (3×50 ml). The organic solution was dried (MgSO4) and evaporated in vacuo, affording 0.80 g (56%) of 2-(1-piperazinyl)-5-pyridinecarboxylic acid methyl ester.

후처리

  1. temperatureheated
  2. temperatureat reflux temperature for 2.5 h
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. dissolutiondissolved in dichloromethane (50 ml)
  5. extractionextracted with water (3×50 ml)
  6. dry with materialThe organic solution was dried (MgSO4)
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-7e8ef99418404cd982081be30a9583c0
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06004961

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