HCID 178500033, compound → HCID 178500034, compound

HRID 2306220Notes

Reaction equation

HRID 2306220 reaction equation
[ClH:1].[NH:2]1[CH:6]=[C:5]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])[N:4]=[CH:3]1>CCO.[Pd]>[ClH:1].[NH:2]1[CH:6]=[C:5]([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])[N:4]=[CH:3]1

Participants

4

Reactant 1

HCID 178500033HCID 178500033, compound

Product 1

HCID 178500034HCID 178500034, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of methyl 3-(imidazol-4-yl)acrylate hydrochloride, as described above in Step A, (500 mg, 2.65 mmol) in EtOH (100 mL) was added 10% Pd on carbon (250 mg) and the reaction mixture was shaken under an atmosphere of hydrogen (45 psi) at ambient temperature for 18 hours on a Parr hydrogenation apparatus. The mixture was filtered through a pad of celite, washing with EtOH, and the filtrate was filtered through a pad of celite, washing with EtOH, and the filtrate was concentrated in vacuo to give the titled product.

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. washwashing with EtOH
  3. filtrationthe filtrate was filtered through a pad of celite
  4. washwashing with EtOH
  5. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-436d44fdaf2849d1baf986930428673d
Source dataset
uspto-grants-2002_08
Patent number
US06441017B1

Reaction notes

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