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

HRID 1534359노트

반응식

HRID 1534359 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 174Ethylene Glycol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d5a79e601d9949aeab817710b01a2017
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05089497

반응 노트

불러오는 중…