Xenon difluoride → HCID 178450385、化合物

HRID 1881958ノート

反応式

HRID 1881958 の反応式
[CH:1]1([CH2:6][CH:7]([C:18]2[NH:19][C:20]([C:23](=[O:27])[CH:24]([CH3:26])[CH3:25])=[CH:21][N:22]=2)[C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Xe](F)[F:29]>C(#N)C.C(OCC)(=O)C>[CH:1]1([CH2:6][CH:7]([C:18]2[NH:19][C:20]([C:23](=[O:27])[CH:24]([CH3:25])[CH3:26])=[C:21]([F:29])[N:22]=2)[C:8]2[CH:9]=[CH:10][C:11]([S:14]([CH3:17])(=[O:15])=[O:16])=[CH:12][CH:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 2

HCID 83674Xenon difluorideHCID 593312831-(2-{2-cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethyl}-1H-imidazol-5-yl)-2-methylpropan-1-one

生成物 1

HCID 178450385HCID 178450385、化合物収率 13.2%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution (13 mL) of 1-(2-{2-cyclopentyl-1-[4-(methylsulfonyl)phenyl]ethyl}-1H-imidazol-5-yl)-2-methylpropan-1-one (0.507 g) in acetonitrile was added xenon difluoride (0.440 g), and the mixture was heated under reflux for 4 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95-40:60, volume ratio) and recrystallized from diethyl ether-hexane to give the title compound (0.07 g, yield 13%) as colorless crystals. melting point 161-162° C.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hr
  3. washwashed successively with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95-40:60, volume ratio)
  7. customrecrystallized from diethyl ether-hexane

出典と根拠

ORDレコード
ord-a469996797344009ae53ed746053ceab
出典データセット
uspto-grants-2012_11
特許番号
US08318746B2

反応ノート

読み込み中…