Piperazine → 2-[(3-Cyanobenzyl)Oxy]-6-(1-Piperazinyl)Pyrazine

HRID 2182136

반응식

HRID 2182136 반응식
Cl[C:2]1[N:7]=[C:6]([O:8][CH2:9][C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=2)[C:13]#[N:14])[CH:5]=[N:4][CH:3]=1.[NH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>C(O)C>[N:18]1([C:2]2[CH:3]=[N:4][CH:5]=[C:6]([O:8][CH2:9][C:10]3[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=3)[C:13]#[N:14])[N:7]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1

참가 물질

4

반응물 2

HCID 4837PiperazineHCID 224819733-(6-Chloro-pyrazin-2-yloxymethyl)-benzonitrile

생성물 1

HCID 98573352-[(3-Cyanobenzyl)Oxy]-6-(1-Piperazinyl)Pyrazine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 3-(6-chloro-pyrazin-2-yloxymethyl)-benzonitrile I-3a (3.53 g, 14.4 mmol) and piperazine (12.4 g, 143.70 mmol) in ethanol (144 mL) was stirred under reflux for 48 h. The reaction mixture was concentrated to dryness and the residue was dissolved in ethyl acetate (300 mL). The ethyl acetate solution was washed with H2O (4×125 mL), brine (125 mL), dried (Na2SO4), filtered, and concentrated to dryness. The crude material was chromatographed over Silica Gel (40 g) using 5% methanol/methylene chloride with 1% NH4OH as the eluant to give 3.03 g of the desired product (I-3b) as a white solid.

후처리

  1. temperatureunder reflux for 48 h
  2. concentrationThe reaction mixture was concentrated to dryness
  3. dissolutionthe residue was dissolved in ethyl acetate (300 mL)
  4. washThe ethyl acetate solution was washed with H2O (4×125 mL), brine (125 mL)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. customThe crude material was chromatographed over Silica Gel (40 g)

출처 및 근거

ORD 기록
ord-afc22ffcb6c54661ba92ff115196f07b
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06894050B2

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