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

HRID 1899977
ノート
印刷プレビュー

反応式

HRID 1899977 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9afd8be1d89f477483537455e19948d2
出典データセット
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05574042

反応ノート

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