Benzyl 4-(2-oxo-4-pyridin-4-ylimidazolidin-1-yl)piperidine-1-carboxylate → 1-Piperidin-4-yl-4-pyridin-4-ylimidazolidin-2-one

HRID 1867611Notes

Reaction equation

HRID 1867611 reaction equation
[O:1]=[C:2]1[NH:6][CH:5]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=2)[CH2:4][N:3]1[CH:13]1[CH2:18][CH2:17][N:16](C(OCC2C=CC=CC=2)=O)[CH2:15][CH2:14]1.[H][H]>C(O)C.[Pd]>[NH:16]1[CH2:15][CH2:14][CH:13]([N:3]2[CH2:4][CH:5]([C:7]3[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=3)[NH:6][C:2]2=[O:1])[CH2:18][CH2:17]1

Participants

5

Reactant 2

HCID 68565475Benzyl 4-(2-oxo-4-pyridin-4-ylimidazolidin-1-yl)piperidine-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 579795681-Piperidin-4-yl-4-pyridin-4-ylimidazolidin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of benzyl 4-(2-oxo-4-pyridin-4-ylimidazolidin-1-yl)piperidine-1-carboxylate (55 mg, 0.145 mmol) in ethanol (15 mL) was hydrogenated at 1 atm hydrogen over palladium on carbon (50 mg). After 16 h, the reaction was filtered and concentrated to give the title product. MS 247.2 (M+1)

Workup

  1. filtrationthe reaction was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-bec02413f90948d0b9ecfe98d3532c6c
Source dataset
uspto-grants-2009_12
Patent number
US07632832B2

Reaction notes

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