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Pyridine → 6-bromo-4-methyl-2-o-tolyl-2H-[1,2,4]triazine-3,5-dione

HRID 1917089
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HRID 1917089 반응식
[Br:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[C:5](=[O:8])[NH:6][N:7]=1.N1C=CC=CC=1.[C:17]1([CH3:26])[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1B(O)O>C(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Br:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[C:5](=[O:8])[N:6]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH3:26])[N:7]=1
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참가 물질

6

반응물 3

HCID 1049PyridineHCID 2605646-bromo-4-methyl-1,2,4-triazine-3,5(2h,4h)-dioneHCID 27332672-Methylphenyl boronic acid

생성물 1

HCID 582697586-bromo-4-methyl-2-o-tolyl-2H-[1,2,4]triazine-3,5-dione수율 75%

시약·촉매·용매 2

HCID 8895Cupric acetate촉매
HCID 6344
Dichloromethane
용매

실험 절차

0.5 g (2.43 mmol) of intermediate 2a are placed in the presence of 0.4 mL (4.85 mmol) of pyridine, 0.66 g (4.85 mmol) of o-tolyl boronic acid, 0.66 g (3.64 mmol) of copper acetate in 50 mL of CH2Cl2. The reaction medium is stirred for 24 h at room temperature and then filtered on celite. The filtrate is washed with water, and then with 0.01N hydrochloric acid. After drying on MgSO4, the organic phase is dry concentrated. After washing the obtained residue with diethyl ether, 0.54 g of a white solid corresponding to the compound 41 are isolated (yield 75%)

후처리

  1. filtrationfiltered on celite
  2. washThe filtrate is washed with water
  3. customAfter drying on MgSO4
  4. customthe organic phase is dry
  5. concentrationconcentrated
  6. washAfter washing the obtained residue with diethyl ether, 0.54 g of a white solid corresponding to the compound 41
  7. customare isolated (yield 75%)

출처 및 근거

ORD 기록
ord-5a995bddab3044f694c4664d26f44fd0
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08618287B2

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