Piperazine → Methyl 6-piperazinonicotinate

HRID 367258ノート

反応式

HRID 367258 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 14987928Methyl 6-piperazinonicotinate収率 56%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2317f5255dca4a91bef9ffbdca3ae0cc
出典データセット
uspto-grants-2000_10
特許番号
US06133268

反応ノート

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