HCID 10270384, compound → HCID 22066062, compound

HRID 2101685Notes

Reaction equation

HRID 2101685 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:19]([O:21]CC3C=CC=CC=3)=[O:20])[N:10]([CH3:18])[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Pd]>[C:1]1([C:7]2[N:8]=[C:9]([C:19]([OH:21])=[O:20])[N:10]([CH3:18])[C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 10270384HCID 10270384, compound

Product 1

HCID 22066062HCID 22066062, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of benzyl 4,5-diphenyl-1-methylimidazole-2-carboxylate (0.43 g, 1.2 mmol) from Example 1, Step C in methanol (10 mL) was added 20% palladium on carbon (50% w/w water, 110 mg) and the mixture was hydrogenated on a Parr shaker 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-0ea35cf2e0d74319a518d7e1bac2b687
Source dataset
uspto-grants-2009_08
Patent number
US07572785B2

Reaction notes

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