HCID 54287317, compound → HCID 54555908, compound

HRID 1378914Notes

Reaction equation

HRID 1378914 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][C:6]=1[C:11]#[CH:12])[CH3:2]>C(OCC)(=O)C.[Pd].C([O-])([O-])=O.[Ca+2]>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][C:6]=1[CH:11]=[CH2:12])[CH3:2]

Participants

4

Reactant 1

HCID 54287317HCID 54287317, compound

Product 1

HCID 54555908HCID 54555908, compound

Reagents, catalysts & solvents 2

HCID 12000666Calcium Palladium CarbonateCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3.45 g of 2-ethynylnicotinic acid ethyl ester are dissolved in 100 ml of ethyl acetate, 1 g of Lindler catalyst (5% Pd/CaCO3 lead poisoned) added and stirred under H2 (1 atm) until H2 absorption ceases. The reaction mixture is filtered through celite and the solvent removed by evaporation to yield the title compound as an oil.

Workup

  1. filtrationThe reaction mixture is filtered through celite
  2. customthe solvent removed by evaporation

Sources & evidence

ORD record
ord-f47d068b7f804682bda9aaeaa7f402df
Source dataset
uspto-grants-1997_09
Patent number
US05670456

Reaction notes

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