Potassium Hydroxide → 1-(2-Pyridinyl)-4-[4-(3-pyridinyl)butyl]piperazine

HRID 1534359ノート

反応式

HRID 1534359 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=O)[CH2:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[CH2:13][CH2:12]2)[CH:2]=1.O.NN.[OH-].[K+]>C(O)CO.O>[N:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:14]1[CH2:15][CH2:16][N:11]([CH2:10][CH2:9][CH2:8][CH2:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH2:12][CH2:13]1

参加物

6

反応物 3

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 199096501-(3-Pyridinyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone

生成物 1

HCID 199096411-(2-Pyridinyl)-4-[4-(3-pyridinyl)butyl]piperazine収率 40.2%

試薬・触媒・溶媒 2

HCID 174Ethylene Glycol溶媒HCID 962Water溶媒

実験手順

A solution of 1-(3-pyridinyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone (Example 2) (5.2 g, 0.0168 mol), hydrazine hydrate (1.9 g, 0.0603 mol), and potassium hydroxide (3 g, 0.0538 mol) in ethylene glycol (100 mL) is refluxed 12 hours removing the water formed with a Dean-Stark trap. The cooled reaction mixture is diluted with water (100 mL) and extracted with dichloromethane. The organic layer is dried (sodium sulfate) and the solvent evaporate in vacuo. The resulting residue is crystallized from 2-propanol and diethyl ether to give 2 g of 1-(2-pyridinyl)-4-[4-(3-pyridinyl)butyl]piperazine as a white solid; mp 54-64° C.

後処理

  1. customremoving the water
  2. customformed with a Dean-Stark trap
  3. customThe cooled reaction mixture
  4. extractionextracted with dichloromethane
  5. dry with materialThe organic layer is dried (sodium sulfate)
  6. customthe solvent evaporate in vacuo
  7. customThe resulting residue is crystallized from 2-propanol and diethyl ether

出典と根拠

ORDレコード
ord-d5a79e601d9949aeab817710b01a2017
出典データセット
uspto-grants-1992_02
特許番号
US05089497

反応ノート

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