HCID 54045152, compound → HCID 54511231, compound

HRID 1899422Notes

Reaction equation

HRID 1899422 reaction equation
[CH2:1]([O:3][C:4](=[O:34])[CH:5]([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[N:6]1[CH:10]=[C:9]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-])=O)[C:15]=2[C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:13])[N:8]=[CH:7]1)[CH3:2]>[Pd]>[CH2:1]([O:3][C:4](=[O:34])[CH:5]([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[N:6]1[CH:10]=[C:9]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[C:15]=2[C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:13])[N:8]=[CH:7]1)[CH3:2]

Participants

3

Reactant 1

HCID 54045152HCID 54045152, compound

Product 1

HCID 54511231HCID 54511231, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 5.1 g of α-hexyl-4-{[(3-nitro-2-ethoxycarbonylphenyl)carbonyl]amino}imidazole-1-acetic acid ethyl ester and 2.1 g of 5% palladium-on-carbon were hydrogenated in the presence of 150 ml of methanol until consumption of hydrogen ceased. The catalyst was removed by filtration and the filtrate concentrated in vacuo to provide 4.7 g of the desired subtitled intermediate. NMR.

Workup

  1. customwere hydrogenated in the presence of 150 ml of methanol until consumption of hydrogen
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-6503b112fbcd43a58b241eea341e7e98
Source dataset
uspto-grants-1996_11
Patent number
US05571925

Reaction notes

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