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Potassium Carbonate → 1-Ethyl-6-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl)-3,4-dihydro-1H-quinolin-2-one

HRID 80042
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HRID 80042 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N:8]1[CH2:12][CH2:11][NH:10][C:9]1=[O:13].Br[C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][CH:24]=1)[N:21]([CH2:25][CH3:26])[C:20](=[O:27])[CH2:19][CH2:18]2.O1CCOCC1.N[C@@H]1CCCC[C@H]1N.C(=O)([O-])[O-].[K+].[K+]>[Cu](I)I>[CH2:25]([N:21]1[C:22]2[C:17](=[CH:16][C:15]([N:10]3[CH2:11][CH2:12][N:8]([C:3]4[CH:4]=[N:5][CH:6]=[CH:7][C:2]=4[CH3:1])[C:9]3=[O:13])=[CH:24][CH:23]=2)[CH2:18][CH2:19][C:20]1=[O:27])[CH3:26]
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참가 물질

7

반응물 5

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 438061,2-Diaminocyclohexane, trans-HCID 596361701-(4-Methylpyridin-3-yl)imidazolidin-2-oneHCID 669113046-Bromo-1-ethyl-3,4-dihydroquinolin-2(1H)-one

생성물 1

HCID 596362641-Ethyl-6-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl)-3,4-dihydro-1H-quinolin-2-one
수율 32%

시약·촉매·용매 1

HCID 83717Copper iodide촉매

실험 절차

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.847 mmol) was reacted with 6-bromo-1-ethyl-3,4-dihydro-1H-quinolin-2-one (215.15 mg, 0.847 mmol), 1,4-dioxane (0.03 mL, 0.254 mmol), copper iodide (16.13 mg, 0.0847 mmol), trans-1,2-diamino cyclohexane (0.03 mL, 0.254 mmol) and potassium carbonate (233.97 mg, 1.694 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in chloroform) afforded 95 mg of the product (31.99%) yield.

후처리

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (1% MeOH in chloroform)

출처 및 근거

ORD 기록
ord-5d14f0e1a18045308bae5f171d8c7a0c
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE045173E1

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