Sodium Iodide → N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-methoxymethyl-N-(2-methoxyphenyl)benzamide

HRID 2468

反応式

HRID 2468 の反応式
[CH3:1][O:2][CH2:3][C:4]1[CH:20]=[CH:19][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])=[O:9])=[CH:6][CH:5]=1.Cl.Cl[CH2:23][CH2:24][N:25]1[CH2:30][CH2:29][CH:28]([C:31](=[O:39])[C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)[CH2:27][CH2:26]1.[I-].[Na+].[H-].[Na+]>CN(C=O)C>[F:38][C:35]1[CH:34]=[CH:33][C:32]([C:31]([CH:28]2[CH2:29][CH2:30][N:25]([CH2:24][CH2:23][N:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[O:17][CH3:18])[C:8](=[O:9])[C:7]3[CH:6]=[CH:5][C:4]([CH2:3][O:2][CH3:1])=[CH:20][CH:19]=3)[CH2:26][CH2:27]2)=[O:39])=[CH:37][CH:36]=1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 24758Sodium hydrideHCID 174450244-Methoxymethyl-N-(2-methoxyphenyl)benzamideHCID 675753381-(2-Chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride

生成物 1

HCID 19689885N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-methoxymethyl-N-(2-methoxyphenyl)benzamide収率 54.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In an atmosphere of argon, 4-methoxymethyl-N-(2-methoxyphenyl)benzamide (126 mg, 0.464 mmol), 1-(2-chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride (157 mg, 0.511 mmol) and sodium iodide (154 mg, 1.02 mmol) were dissolved in DMF (3 ml) to which was subsequently added sodium hydride (40 mg, 60%, 1.0 mmol) at room temperature. After stirring at room temperature for 10 minutes and then at 60° C. for 3.5 hours, DMF was removed by evaporation. The resulting residue was diluted with water (10 ml) and extracted with ethyl acetate, and the organic layer was washed with water and saturated brine and then dried on anhydrous sodium carbonate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by subjecting it to a silica gel column chromatography (methylene chloride:methanol=80:1-ethyl acetate) to obtain 128 mg (54.7%) of the title compound in the form of colorless oil.

後処理

  1. customat room temperature
  2. waitat 60° C. for 3.5 hours
  3. customDMF was removed by evaporation
  4. additionThe resulting residue was diluted with water (10 ml)
  5. extractionextracted with ethyl acetate
  6. washthe organic layer was washed with water and saturated brine
  7. dry with materialdried on anhydrous sodium carbonate
  8. customThereafter, the solvent was removed by evaporation
  9. customthe resulting residue was purified

出典と根拠

ORDレコード
ord-1362f36b27ab4a15833b7044edb1e473
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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