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Benzyl Bromide → HCID 57467580, 화합물

HRID 1480830
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HRID 1480830 반응식
[Br:1][C:2]1[C:3]([C:9]([O:11][CH3:12])=[O:10])=[CH:4][C:5](=[O:8])[NH:6][CH:7]=1.[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CC#N.C(=O)([O-])[O-].[Ag+2]>[CH2:13]([O:8][C:5]1[CH:4]=[C:3]([C:2]([Br:1])=[CH:7][N:6]=1)[C:9]([O:11][CH3:12])=[O:10])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 7498Benzyl BromideHCID 25306972Methyl 5-bromo-2-hydroxyisonicotinate

생성물 1

HCID 57467580HCID 57467580, 화합물수율 95.4%

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 6342Acetonitrile용매

반응 조건

온도
65 °C

실험 절차

To a suspension of methyl 5-bromo-2-oxo-1,2-dihydropyridine-4-carboxylate (2.5 g, 10.77 mmol) in MeCN (35 mL) was added silver carbonate (4.46 g, 16.16 mmol) and benzyl bromide (1.54 mL, 12.93 mmol). The reaction mixture was heated to 65° C. and stirred for 18 hours. The reaction mixture was filtered through a plug of Celite® and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 50-100% DCM in cyclohexane to give the title compound (3.31 g, 95%).

후처리

  1. filtrationThe reaction mixture was filtered through a plug of Celite®
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography
  4. washeluting with 50-100% DCM in cyclohexane

출처 및 근거

ORD 기록
ord-157e0f051f8d4e0e87db71f949b453a1
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409907B2

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