HCID 10272079, compound → HCID 22066080, compound

HRID 2101691Notes

Reaction equation

HRID 2101691 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:21]([O:23]CC3C=CC=CC=3)=[O:22])[N:11]([CH3:20])[C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1>CO.[Pd]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([C:21]([OH:23])=[O:22])[N:11]([CH3:20])[C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 10272079HCID 10272079, compound

Product 1

HCID 22066080HCID 22066080, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of benzyl 4,5-di-(4-methylphenyl)-1-methylimidazole-2-carboxylate (0.35 g, 0.9 mmol) from Example 2, Step C in methanol (10 mL) was added 20% palladium on carbon (50% w/w water, 100 mg) and the mixture was hydrogenated at 40 psi for 1 hr. The reaction was filtered and the filtrate was evaporated to dryness to afford the title compound as a white solid. (Note: The title compound readily decarboxylates as the acid.)

Workup

  1. filtrationThe reaction was filtered
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-4625bebb86604b78910d7789fbe908cc
Source dataset
uspto-grants-2009_08
Patent number
US07572785B2

Reaction notes

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