Ethanol → HCID 59218899, compound

HRID 2247419Notes

Reaction equation

HRID 2247419 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([O-:14])=[O:13])[CH:6]=[CH:5][N:4]=1)#[N:2].[C:18](OC([O-])=O)([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19].[H][H].[CH2:31](O)C>C(OCC)(=O)C.[C].[Pd]>[C:21]([O:20][C:18]([NH:2][CH2:1][C:3]1[CH:8]=[C:7]([C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([O:14][CH3:31])=[O:13])[CH:6]=[CH:5][N:4]=1)=[O:19])([CH3:24])([CH3:23])[CH3:22]

Participants

7

Reactant 4

HCID 702EthanolHCID 22064466Tert-butyldicarbonateHCID 86594833HCID 86594833, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59218899HCID 59218899, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

379mg of 3-(2-cyano-4-pyridyl)benzoate, 350 mg of t-butyl dicarbonate and 300 mg of 10% palladium-carbon were added to and dissolved in 16 ml of ethanol and 2 ml of ethyl acetate, and the mixture was stirred at room temperature for 3 hours in a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was evaporated. The residue was purified by silica gel column, to give 243 mg of the title compound in the 1:1 hexane-ethyl acetate fraction.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was purified by silica gel column

Sources & evidence

ORD record
ord-fa7e33b55a1e4ee084cc8e6960c1be40
Source dataset
uspto-grants-2010_03
Patent number
US07687664B2

Reaction notes

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