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

HRID 1792459ノート

反応式

HRID 1792459 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b62610f5636e4d9282ac7f4af0117a3c
出典データセット
uspto-grants-2006_07
特許番号
US07074801B1

反応ノート

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