HCID 68672531, compound → HCID 68672466, compound

HRID 1927668Notes

Reaction equation

HRID 1927668 reaction equation
[CH3:1][N:2]([CH3:23])[S:3]([N:6]1[CH:10]=[C:9]([CH2:11][C:12]([CH3:16])([CH3:15])[CH2:13][CH3:14])[N:8]=[C:7]1[CH:17]=[CH:18][C:19]([O:21][CH3:22])=[O:20])(=[O:5])=[O:4]>CO.[Pd]>[CH3:23][N:2]([CH3:1])[S:3]([N:6]1[CH:10]=[C:9]([CH2:11][C:12]([CH3:16])([CH3:15])[CH2:13][CH3:14])[N:8]=[C:7]1[CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])(=[O:4])=[O:5]

Participants

4

Reactant 1

HCID 68672531HCID 68672531, compound

Product 1

HCID 68672466HCID 68672466, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of Pd (10 wt % on carbon) in a solution of methyl 3-[1-[(dimethylamino)sulfonyl]-4-(2,2-dimethylbutyl)-1H-imidazol-2-yl]acrylate (2.39 g, 7 mmol) in methanol (75 mL) was stirred under an atmosphere of hydrogen overnight. The reaction mixture was filtered through Celite and concentrated in vacuo. Chromatography of the residue over silica gel eluting with 0-60% ethyl acetate/hexane afforded methyl 3-[1-[(dimethylarnino)sulfonyl]-4-(2,2-dimethylbutyl)-1H-imidazol-2-yl]propanoate.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9675841491074eadbf2519fb38ca1fb6
Source dataset
uspto-grants-2012_05
Patent number
US08183275B2

Reaction notes

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