HCID 68420297, compound → 1-Piperidin-4-yl-dihydropyrimidin-2,4(1H,3H)-dione

HRID 20244Notes

Reaction equation

HRID 20244 reaction equation
[O:1]=[C:2]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4][N:3]1[CH:9]1[CH2:14][CH2:13][N:12](C(OCC2C=CC=CC=2)=O)[CH2:11][CH2:10]1>[Pd].CN(C=O)C>[NH:12]1[CH2:11][CH2:10][CH:9]([N:3]2[CH2:4][CH2:5][C:6](=[O:8])[NH:7][C:2]2=[O:1])[CH2:14][CH2:13]1

Participants

4

Reactant 1

HCID 68420297HCID 68420297, compound

Product 1

HCID 134241411-Piperidin-4-yl-dihydropyrimidin-2,4(1H,3H)-dioneYield 102.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

A solution of benzyl 4-(2,4-dioxotetrahydropyrimidin-1(2H)-yl)piperidin-1-carboxylate (0.18 g) obtained in Example 45d) and 20% palladium on carbon (containing 60% water, 36 mg) in DMF (10 mL) was stirred at room temperature for 3 hours under a hydrogen atmosphere, and the catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to obtain the title compound (0.11 g,, quantitative) as a white powder.

Workup

  1. customthe catalyst was removed by filtration
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c102e77354564c2f8564ef94ae1f7736
Source dataset
uspto-grants-2010_06
Patent number
US07745623B2

Reaction notes

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