Methyl iodide → N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[(E)-2-(1-methyl-1H-imidazol-2-yl)vinyl]-1H-1,2,3-triazole-4-carboxamide

HRID 1717376노트

반응식

HRID 1717376 반응식
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([NH:27][CH2:28][CH3:29])=[O:26])=[CH:21][CH:20]=3)[C:11]=2/[CH:12]=[CH:13]/[C:14]2[NH:15][CH:16]=[CH:17][N:18]=2)=[O:6])[CH2:3][CH2:2]1.CI.[C:32](=O)([O-])[O-].[K+].[K+]>CC(C)=O.CN(C=O)C>[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:19]3[CH:20]=[CH:21][C:22]([C:25]([NH:27][CH2:28][CH3:29])=[O:26])=[CH:23][CH:24]=3)[C:11]=2/[CH:12]=[CH:13]/[C:14]2[N:18]([CH3:32])[CH:17]=[CH:16][N:15]=2)=[O:6])[CH2:2][CH2:3]1

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 136104428N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[(E)-2-(1H-imidazol-2-yl)vinyl]-1H-1,2,3-triazole-4-carboxamide

생성물 1

HCID 57664826N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[(E)-2-(1-methyl-1H-imidazol-2-yl)vinyl]-1H-1,2,3-triazole-4-carboxamide수율 12.9%

시약·촉매·용매 2

HCID 180Acetone용매HCID 6228Dimethylformamide용매

실험 절차

N-Cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[(E)-2-(1H-imidazol-2-yl)vinyl]-1H-1,2,3-triazole-4-carboxamide (150 mg) obtained in Example 322 was dissolved in acetone (3 ml) and DMF (3 ml), methyl iodide (72 μl) and potassium carbonate (300 mg) were added, and the mixture was stirred at room temperature for 3 days. After an insoluble material was removed by filtration, the reaction mixture was concentrated under reduced pressure, and the obtained residue was dissolved in chloroform. The obtained chloroform solution was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate-methanol (10:1) to give the title compound as a white powder (20 mg).

후처리

  1. customAfter an insoluble material was removed by filtration
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe obtained residue was dissolved in chloroform
  4. washThe obtained chloroform solution was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was recrystallized from ethyl acetate-methanol (10:1)

출처 및 근거

ORD 기록
ord-571ca96436c741f9a2cf0bb3fd36d030
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803822B2

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