HCID 178418361, compound → HCID 178469888, compound

HRID 2256037Notes

Reaction equation

HRID 2256037 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([C:17]2[NH:18][CH:19]=[C:20]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:21]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[CH2:25]([O:24][C:22]([C:20]1[N:21]=[C:17]([CH:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[NH:18][CH:19]=1)=[O:23])[CH3:26]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178469889HCID 178469889, compound

Product 1

HCID 178469888HCID 178469888, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-benzyloxycarbonyl-4-(4-ethoxycarbonylimidazol-2-yl)piperidine (0.82 g) in ethanol (20 mL) was hydrogenated over 10% palladium on carbon (0.10 g) at a hydrogen pressure of 3.45 bar for 1 hour. The mixture was filtered through diatomaceous earth and the filter cake was washed with ethanol. The filtrate was evaporated to leave the piperidine derivative as a white foam (0.510 g); NMR: 7.65 (s, 1), 4.18 (q, 2, J=7.1), 2.99 (broad d, 2, J=12.2 H), 2.75 (m, 1), 2.55 (m, 2), 1.80 (broad d, 2, J=12.6), 1.57 (m, 2), 1.25 (t, 3, J=7.1); MS: m/z=252(M+1+28).

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. washthe filter cake was washed with ethanol
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-8e16b1d265794b54a42bfea04044324a
Source dataset
uspto-grants-1997_08
Patent number
US05654299

Reaction notes

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