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Pyridine → 4-[4-(4-Nitrophenyl)-1-piperazinyl]-2,6-di(1-pyrrolidinyl)pyrimidine

HRID 1452783
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HRID 1452783 반응식
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)[N:5]=[C:4]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[N:3]=1.[N+:18]([C:21]1[CH:26]=[CH:25][C:24]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:23][CH:22]=1)([O-:20])=[O:19].N1C=CC=CC=1>O>[N+:18]([C:21]1[CH:22]=[CH:23][C:24]([N:27]2[CH2:32][CH2:31][N:30]([C:2]3[CH:7]=[C:6]([N:8]4[CH2:12][CH2:11][CH2:10][CH2:9]4)[N:5]=[C:4]([N:13]4[CH2:17][CH2:16][CH2:15][CH2:14]4)[N:3]=3)[CH2:29][CH2:28]2)=[CH:25][CH:26]=1)([O-:20])=[O:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 804471-(4-Nitrophenyl)piperazineHCID 7036994-Chloro-2,6-di(pyrrolidin-1-yl)pyrimidine

생성물 1

HCID 187658234-[4-(4-Nitrophenyl)-1-piperazinyl]-2,6-di(1-pyrrolidinyl)pyrimidine수율 49%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

2.52 g (10 mmole) of 4-chloro-2,6-di-pyrrolidin-1-yl-pyrimidine (J. Med. Chem. (1990) 33 (4), 1145-1151) and 2.07 g (10 mmole) of 4-nitrophenylpiperazine are dissolved in a 250 ml flask containing 20 ml of anhydrous pyridine, under an argon atmosphere. The reaction mixture is heated at 100° C. for 48 hours. After cooling down, the contents of the flask are poured into 250 ml of water and the product is extracted using twice 50 ml of CH2Cl2. The organic phase is then washed with 50 ml of brine, dried over magnesium sulphate, filtered and concentrated under vacuum. The residue is purified on a silica column (eluent: Heptane/AcOEt: 2/1). An orange solid is obtained with a yield of 49%. Melting point: 200-201° C.

후처리

  1. temperatureAfter cooling down
  2. extractionthe product is extracted
  3. washThe organic phase is then washed with 50 ml of brine
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customThe residue is purified on a silica column (eluent: Heptane/AcOEt: 2/1)
  8. customAn orange solid is obtained with a yield of 49%

출처 및 근거

ORD 기록
ord-49811ca0735c47b7a75a676a85ac2b71
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07473779B2

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