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Potassium Carbonate → 1-(4-Methyl-pyridin-3-yl)-3-thiophen-2-yl-imidazolidin-2-one

HRID 80066
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HRID 80066 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[S:16][CH:17]=[CH:18][CH:19]=1.N[C@@H]1CCCC[C@H]1N.C(=O)([O-])[O-].[K+].[K+]>[Cu](I)I.O1CCOCC1>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N:8]1[CH2:12][CH2:11][N:10]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)[C:9]1=[O:13]
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참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 138512-BromothiopheneHCID 438061,2-Diaminocyclohexane, trans-HCID 596361701-(4-Methylpyridin-3-yl)imidazolidin-2-one

생성물 1

HCID 596362461-(4-Methyl-pyridin-3-yl)-3-thiophen-2-yl-imidazolidin-2-one수율 109.3%

시약·촉매·용매 2

HCID 83717
Copper iodide
촉매
HCID 312751,4-Dioxane용매

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 2-bromo-thiophene (0.08 mL, 0.847 mmol), 1,4-dioxane (10 mL), copper iodide (16.13 mg, 0.0847 mmol), trans-1,2-diamino cyclohexane (0.03 mL) and potassium carbonate (233 mg, 1.694 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in DCM) afforded 240 mg of the product (48.4% yield).

후처리

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

출처 및 근거

ORD 기록
ord-c1397169756649398543cfcb13ccec47
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE045173E1

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