2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 6-Bromoimidazo[1,2-a]pyridine-3-carbonitrile

HRID 1792459노트

반응식

HRID 1792459 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]([C:11]#[N:12])[CH2:9][N:10]=2)[CH:7]=1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]#[N:12])=[CH:9][N:10]=2)[CH:7]=1

참가 물질

5

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 220317966-Bromo-2,3-dihydroimidazo[1,2-a]pyridine-3-carbonitrile

생성물 1

HCID 220310786-Bromoimidazo[1,2-a]pyridine-3-carbonitrile수율 85.4%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

Method 1) 3.83 g of 6-bromo-2,3-dihydroimidazo[1,2-a]pyridine-3-carbonitrile synthesized in Production Example 242 was dissolved in 34 mL 1,4-dioxane, and the solution together with 4.3 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone was heated at 90° C. for 2 hours. The reaction solution was diluted with ethyl acetate, insolubles were filtered off with Celite, and the filtrate was washed with an aqueous saturated sodium bicarbonate solution and brine. The organic layer was dried over anhydrous sodium sulfate and filtered through NH silica gel. The solvent was removed, whereby 3.24 g of the title compound (brown solid) was obtained.

후처리

  1. filtrationwere filtered off with Celite
  2. washthe filtrate was washed with an aqueous saturated sodium bicarbonate solution and brine
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered through NH silica gel
  5. customThe solvent was removed

출처 및 근거

ORD 기록
ord-b62610f5636e4d9282ac7f4af0117a3c
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074801B1

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