2-Bromo-1-(4-hydroxyphenyl)ethanone → 4-[6-(Cyclopropylmethoxy)imidazo[1,2-a]pyridin-2-yl]phenol

HRID 1026313ノート

反応式

HRID 1026313 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]([NH2:12])=[N:10][CH:11]=2)[CH2:3][CH2:2]1.Br[CH2:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)=O>C(O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]3[N:10]([CH:14]=[C:15]([C:17]4[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=4)[N:12]=3)[CH:11]=2)[CH2:2][CH2:3]1

参加物

4

反応物 2

HCID 49642-Bromo-1-(4-hydroxyphenyl)ethanoneHCID 284136605-(Cyclopropylmethoxy)pyridin-2-amine

生成物 1

HCID 677782024-[6-(Cyclopropylmethoxy)imidazo[1,2-a]pyridin-2-yl]phenol収率 100.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 5-(cyclopropylmethoxy)pyridin-2-amine (328 mg), 2-bromo-1-(4-hydroxyphenyl)ethanone (430 mg) and ethanol (10 mL) was stirred at 80° C. for 4 hr. The reaction mixture was allowed to cool to room temperature, and the resulting crystals were collected by filtration. The obtained crystals were dissolved in saturated aqueous sodium hydrogen carbonate solution and THF, and the solution was extracted twice with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a brown solid (561 mg).

後処理

  1. temperatureto cool to room temperature
  2. filtrationthe resulting crystals were collected by filtration
  3. dissolutionThe obtained crystals were dissolved in saturated aqueous sodium hydrogen carbonate solution
  4. extractionTHF, and the solution was extracted twice with ethyl acetate
  5. washThe combined organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-36e985b3248a49219b2ac22179955b48
出典データセット
uspto-grants-2014_05
特許番号
US08729102B2

反応ノート

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