Potassium Carbonate → HCID 18472341, 화합물

HRID 566029노트

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HRID 566029 반응식
[CH3:1][N:2]([O:12][CH3:13])[C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9](Br)[CH:10]=1)=[O:4].B([O-])([O-])O[C:16]1[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C(CCO)=CC=CC=1.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][N:2]([O:12][CH3:13])[C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)[CH:10]=1)=[O:4]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 184722695-Bromo-N-methoxy-N-methylpyridine-3-carboxamideHCID 866453334-Methylphenyl borate

생성물 1

HCID 18472341HCID 18472341, 화합물수율 102.8%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 66602552Toluene-ethanol water용매

실험 절차

Under argon atmosphere, a solution of N-methyl-N-methoxy-5-bromopyridine-3-carboxamide (3.70 g), 4-methylphenyl borate (2.26 g) and potassium carbonate (4.17 g) in toluene-ethanol-water (100-10-10 ml) was stirred at room temperature for 1 hour. To the reaction mixture was added tetrakistriphenylphosphinepalladium (0.52 g), and the mixture was refluxed for 16 hours and cooled to room temperature. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified with column chromatography (ethyl acetate/hexane=1:2→1:1) to give N-methyl-N-methoxy-5-(4-methylphenyl)pyridine-3-carboxamide (3.97 g) as yellow oil.

후처리

  1. temperaturethe mixture was refluxed for 16 hours
  2. washThe organic layer was washed with saturated sodium chloride solution
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was separated
  6. custompurified with column chromatography (ethyl acetate/hexane=1:2→1:1)

출처 및 근거

ORD 기록
ord-95c9c4e6a1ad4b8aa3f6869e97830689
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172061B2

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