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Potassium Carbonate → HCID 67362972, 화합물

HRID 245770
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인쇄 미리보기

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HRID 245770 반응식
Cl[C:2]1[C:3]([CH2:8][NH:9][C:10]([CH:12]2[CH2:16][C:15](=[O:17])[N:14]([CH3:18])[CH2:13]2)=[O:11])=[N:4][CH:5]=[CH:6][N:7]=1.[C:19](=O)([O-])[O-].[K+].[K+].CB1OB(C)OB(C)O1>O1CCOCC1.C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2].[Pd](Cl)Cl>[CH3:18][N:14]1[C:15](=[O:17])[CH2:16][CH:12]([C:10]([NH:9][CH2:8][C:3]2[C:2]([CH3:19])=[N:7][CH:6]=[CH:5][N:4]=2)=[O:11])[CH2:13]1
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참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 574072TrimethylboroxineHCID 86674663HCID 86674663, 화합물

생성물 1

HCID 67362972HCID 67362972, 화합물수율 67.9%

시약·촉매·용매 3

HCID 24290Palladium Chloride촉매HCID 635956
Ferrocene-1,1'-bis-(diphenylphosphine)
촉매
HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

To a stirred suspension of N-((3-chloropyrazin-2-yl)methyl)-1-methyl-5-oxopyrrolidine-3-carboxamide (700 mg, 2.61 mmol) and potassium carbonate (540 mg, 3.91 mmol) in 1,4-dioxan (10 ml) under a nitrogen atmosphere was added trimethylboroxine (981 mg, 7.82 mmol) and 1,1′-bis-(diphenylphosphino)-ferrocene) palladium dichloride (214 mg, 0.261 mmol). The reaction was heated at 100° C. for one hour. Then the reaction mixture was filtered over celite and the celite was rinsed three times with ethyl acetate. Subsequently, the combined filtrates were concentrated in vacuo and the crude product was purified by column chromatography (silica gel; dichloromethane/methanol 96/5) to give 1-methyl-N-((3-methylpyrazin-2-yl)methyl)-5-oxopyrrolidine-3-carboxamide (440 mg).

후처리

  1. filtrationThen the reaction mixture was filtered over celite
  2. washthe celite was rinsed three times with ethyl acetate
  3. concentrationSubsequently, the combined filtrates were concentrated in vacuo
  4. customthe crude product was purified by column chromatography (silica gel; dichloromethane/methanol 96/5)

출처 및 근거

ORD 기록
ord-9cb0bfef34ad451bb31147656c839058
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08658794B2

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