Sodium Hydroxide → 4-Ureido-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide

HRID 2512

反応式

HRID 2512 の反応式
[NH2:1][C:2]1[CH:35]=[CH:34][C:5]([C:6]([N:8]([CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([C:25](=[O:33])[C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH2:21][CH2:20]2)[C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)=[O:7])=[CH:4][CH:3]=1.[O-:36][C:37]#[N:38].[K+].C(=O)(O)[O-].[Na+].[OH-].[Na+]>C(O)(=O)C.O>[NH:1]([C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]([CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([C:25](=[O:33])[C:26]3[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=3)[CH2:21][CH2:20]2)[C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)=[O:7])=[CH:34][CH:35]=1)[C:37]([NH2:38])=[O:36]

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 11378442Potassium cyanateHCID 196898814-amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide

生成物 1

HCID 196898334-Ureido-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide収率 48.4%

試薬・触媒・溶媒 1

HCID 21899381Acetic acid--water (1/1)溶媒

実験手順

4-Amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide (237.2 mg, 0.50 mmol) was dissolved in acetic acid-water (1:2, 1.8 ml) to which was subsequently added dropwise an aqueous solution (0.5 ml) of potassium cyanate (81.1 mg, 0.90 mmol) After 3 hours of stirring at room temperature, the reaction solution was mixed with saturated sodium bicarbonate aqueous solution, alkanized with 10% sodium hydroxide aqueous solution and then extracted with ethyl acetate. The resulting organic layer was washed with water and saturated brine, and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1) and recrystallized from ethyl acetate-ether to obtain 125.6 mg (48.4%) of the title compound in a colorless powder form.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe resulting organic layer was washed with water and saturated brine
  3. dry with materialdried on anhydrous sodium sulfate
  4. customThereafter, the solvent was removed by evaporation
  5. customthe resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1)
  6. customrecrystallized from ethyl acetate-ether

出典と根拠

ORDレコード
ord-1cf1796f970a4f61aff232d412aa105f
出典データセット
uspto-grants-1998_03
特許番号
US05728835

関連ノート

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