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

HRID 1026313노트

반응식

HRID 1026313 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-36e985b3248a49219b2ac22179955b48
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729102B2

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