Sodium Iodide → 4-(4'-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-(5-ethoxycarbonylpentyloxy)phenyl]benzamide

HRID 323154ノート

反応式

HRID 323154 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:33]=[CH:32][CH:31]=[CH:30][C:18]=3C(N(C)C3C=CC=CC=3O)=O)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[C:34](=[O:37])([O-])[O-].[K+].[K+].Br[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][C:46]([O:48][CH2:49][CH3:50])=[O:47].[I-].[Na+].[CH3:53][N:54]([CH3:57])[CH:55]=[O:56]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:33]=[CH:32][C:31]([C:55]([N:54]([CH3:57])[C:53]4[CH:4]=[CH:3][CH:2]=[CH:1][C:34]=4[O:37][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][C:46]([O:48][CH2:49][CH3:50])=[O:47])=[O:56])=[CH:30][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

参加物

6

反応物 5

HCID 5238Sodium IodideHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 117544Ethyl 6-bromohexanoateHCID 22010724HCID 22010724、化合物

生成物 1

HCID 220105874-(4'-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-(5-ethoxycarbonylpentyloxy)phenyl]benzamide

実験手順

To a solution of 4′-methylbiphenyl-2-carboxamido-N-methyl-N-(2-hydroxyphenyl)benzamide (263 mg) in N,N-dimethylformamide (15 ml) was added potassium carbonate (250 mg), ethyl 6-bromohexanoate (161 mg) and sodium iodide (cat.) at 60° C. The reaction mixture was stirred at same temperature for 13 hours. The reaction mixture was cooled in an ice bath and quenched with 1N hydrochloric acid (4 ml) and water (20 ml). The mixture was extracted with ethyl acetate. The organic phase was washed with water and brine. The organic solution was dried over magnesium sulfate. The solvent was removed by evaporation to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-(5-ethoxycarbonylpentyloxy)phenyl]benzamide (380 mg).

後処理

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. customquenched with 1N hydrochloric acid (4 ml) and water (20 ml)
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe organic phase was washed with water and brine
  5. dry with materialThe organic solution was dried over magnesium sulfate
  6. customThe solvent was removed by evaporation

出典と根拠

ORDレコード
ord-04e23e8bc62845f0b32a0707b16d939b
出典データセット
uspto-grants-2001_04
特許番号
US06211242B1

反応ノート

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