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

HRID 2468

反应方程式

HRID 2468 反应方程式
[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

参与物

6

反应物 4

HCID 5238碘化钠HCID 24758氢化钠HCID 174450244-Methoxymethyl-N-(2-methoxyphenyl)benzamideHCID 675753381-(2-Chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride

产物 1

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

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-1362f36b27ab4a15833b7044edb1e473
来源数据集
uspto-grants-1998_03
专利号
US05728835

关联笔记

加载中…