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 1717376ノート

反応式

HRID 1717376 の反応式
[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

参加物

6

反応物 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

生成物 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-carboxamide収率 12.9%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-571ca96436c741f9a2cf0bb3fd36d030
出典データセット
uspto-grants-2010_09
特許番号
US07803822B2

反応ノート

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