HCID 10069734, compound → HCID 10090741, compound

HRID 1729293Notes

Reaction equation

HRID 1729293 reaction equation
[CH3:1][N:2]1[C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[CH:20][CH:19]=3)[CH2:10][CH2:9]2)=[CH:6][C:5](=[O:27])[N:4]([CH3:28])[C:3]1=[O:29]>CO.[Pd]>[NH2:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][CH2:15][CH2:14][N:11]2[CH2:10][CH2:9][N:8]([C:7]3[N:2]([CH3:1])[C:3](=[O:29])[N:4]([CH3:28])[C:5](=[O:27])[CH:6]=3)[CH2:13][CH2:12]2)=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 10069734HCID 10069734, compound2×

Product 1

HCID 10090741HCID 10090741, compoundYield 83.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2 g of 1,3-dimethyl-6-[4-(3-[4-nitrophenoxy)propyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione (Compound f) obtained in Reference Example 4 was suspended in 300 ml of methanol and 500 mg of 10% Pd/c solution was added to the suspension, and hydrogenation was then carried out at ordinary pressure for 30 minutes. The catalyst was removed by filtration, and the solvent was distilled off, thereby obtaining 1.54 g of 6-[4-(3-[4-aminophenoxy)propyl)piperazin-1-yl]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione.

Workup

  1. customThe catalyst was removed by filtration
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-63e02c33739a4d5fb2939d5d55514a68
Source dataset
uspto-grants-1994_07
Patent number
US05332739

Reaction notes

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