Benzyl Bromide → 2-Benzyloxy-4-(5-methanesulfonyl-4-methyl-4H-[1,2,4]triazol-3-yl)-pyridine

HRID 500548ノート

反応式

HRID 500548 の反応式
[CH3:1][S:2]([C:5]1[N:6]([CH3:17])[C:7]([C:10]2[CH:15]=[CH:14][NH:13][C:12](=[O:16])[CH:11]=2)=[N:8][N:9]=1)(=[O:4])=[O:3].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(=O)([O-])[O-].[Ag+].[Ag+]>[CH2:18]([O:16][C:12]1[CH:11]=[C:10]([C:7]2[N:6]([CH3:17])[C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[N:9][N:8]=2)[CH:15]=[CH:14][N:13]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

4

反応物 2

HCID 7498Benzyl BromideHCID 248518134-(5-Methanesulfonyl-4-methyl-4H-[1,2,4]triazol-3-yl)-1H-pyridin-2-one

生成物 1

HCID 248517062-Benzyloxy-4-(5-methanesulfonyl-4-methyl-4H-[1,2,4]triazol-3-yl)-pyridine

試薬・触媒・溶媒 1

HCID 92796Silver carbonate触媒

実験手順

The title compound from example 27.1 (0.95 g, 3.7 mmol) and silver (1) carbonate (1.23 g, 4.48 mmol) were combined in a round bottom flask and purged with nitrogen. Toluene (10 mL) was added, followed by benzyl bromide (0.53 mL, 4.48 mmol) and the reaction was stirred for 72 h at room temperature. The silver salts were then removed by filtration through diatomaceous earth, which were then washed with dichloromethane. The filtrate was concentrated then purified by column chromatography on silica gel with 0-10% ethyl acetate in dichloromethane to give the title compound (off-white solid, 549 mg, 43

後処理

  1. custompurged with nitrogen
  2. additionToluene (10 mL) was added
  3. customThe silver salts were then removed by filtration through diatomaceous earth, which
  4. washwere then washed with dichloromethane
  5. concentrationThe filtrate was concentrated
  6. customthen purified by column chromatography on silica gel with 0-10% ethyl acetate in dichloromethane

出典と根拠

ORDレコード
ord-c594830b7e894e8e818b093cfa0ed23e
出典データセット
uspto-grants-2010_08
特許番号
US07772235B2

反応ノート

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