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

HRID 500548노트

반응식

HRID 500548 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 92796Silver carbonate촉매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-c594830b7e894e8e818b093cfa0ed23e
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772235B2

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