HCID 67273183, compound → HCID 67273929, compound

HRID 600628Notes

Reaction equation

HRID 600628 reaction equation
[C:1]1([C:7]([C:9]2[N:10]=[C:11]3[CH:16]=[CH:15][C:14]([CH:17]=[CH2:18])=[CH:13][N:12]3[CH:19]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>CO.[Pd]>[CH2:17]([C:14]1[CH:15]=[CH:16][C:11]2[N:12]([CH:19]=[C:9]([C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[O:8])[N:10]=2)[CH:13]=1)[CH3:18]

Participants

5

Reactant 2

HCID 67273183HCID 67273183, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67273929HCID 67273929, compoundYield 18.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 80 mg of phenyl(6-vinylimidazo[1,2-a]pyridin-2-yl)methanone in 20 mL of methanol is hydrogenated for 45 minutes at 45° C. under 1 bar of hydrogen in the presence of 34 mg of 10% palladium-on-charcoal. The product is chromatographed on silica, eluting with a gradient of cyclohexane and ethyl acetate, to give 15 mg of (6-ethylimidazo[1,2-a]pyridin-2-yl)(phenyl)methanone in the form of a white solid.

Workup

  1. customThe product is chromatographed on silica
  2. washeluting with a gradient of cyclohexane and ethyl acetate

Sources & evidence

ORD record
ord-a53cde019ce241d6bed5d540c7bf3459
Source dataset
uspto-grants-2011_03
Patent number
US07902219B2

Reaction notes

Loading…