Acetic Acid → HCID 178468988, compound

HRID 1378916Notes

Reaction equation

HRID 1378916 reaction equation
[N+:1](=[CH2:3])=[N-:2].[CH2:4]([O:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][CH:11]=[N:10][C:9]=1[C:14]#[CH:15])[CH3:5].C(O)(=O)C>C(OCC)C>[CH2:4]([O:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][CH:11]=[N:10][C:9]=1[C:14]1[CH:15]=[CH:3][NH:1][N:2]=1)[CH3:5]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 54287317HCID 54287317, compound

Product 1

HCID 178468988HCID 178468988, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

An excess of diazomethane in diethylether at 0° is added to 3.91 g of 2-ethynylnicotinic acid ethyl ester and the solution allowed to warm to RT and let stand overnight. Acetic acid is added until no further gas evolves and the mixture is extracted with brine, dried over MgSO4, filtered and the solvent removed by evaporation under vacuum to yield the title compound as an oil.

Workup

  1. extractionthe mixture is extracted with brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent removed by evaporation under vacuum

Sources & evidence

ORD record
ord-b92c0db43274409cbec8ca79e141fce4
Source dataset
uspto-grants-1997_09
Patent number
US05670456

Reaction notes

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