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3-Bromo-1,1,1-trifluoro-2-propanone → 8-(2,6-Dichlorobenzyloxy)-2-trifluoromethylimidazo[1,2-a]pyridine

HRID 1290160
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HRID 1290160 반응식
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:19][C:20](=O)[C:21]([F:24])([F:23])[F:22]>C(O)C>[Cl:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([Cl:16])[C:10]=1[CH2:9][O:8][C:7]1[C:2]2[N:3]([CH:19]=[C:20]([C:21]([F:24])([F:23])[F:22])[N:1]=2)[CH:4]=[CH:5][CH:6]=1
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참가 물질

4

반응물 2

HCID 790083-Bromo-1,1,1-trifluoro-2-propanoneHCID 103783682-Amino-3-(2,6-dichlorobenzyloxy)pyridine

생성물 1

HCID 105947188-(2,6-Dichlorobenzyloxy)-2-trifluoromethylimidazo[1,2-a]pyridine수율 44.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-amino-3-(2,6-dichlorobenzyloxy)-pyridine (1.345 g) and 3-bromo-1,1,1-trifluoroacetone (1.147 g) in ethanol (26 ml) was refluxed for 5 hours, cooled, and concentrated in vacuo. The residue was partitioned between ethyl acetate and aqueous sodium bicarbonate solution. The organic layer was washed with water, dried, and concentrated under reduced pressure to give a solid, which was purified by flash chromatography on silica gel to give 8-(2,6-dichlorobenzyloxy)-2-trifluoromethylimidazo[1,2-a]pyridine as a white solid (803 mg).

후처리

  1. temperaturewas refluxed for 5 hours
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. customThe residue was partitioned between ethyl acetate and aqueous sodium bicarbonate solution
  5. washThe organic layer was washed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. customto give a solid, which
  9. customwas purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-f989447a2e8e4fa4852e500c52436d28
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05750699

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