Ethyl bromopyruvate → HCID 136377295, compound

HRID 1409328Notes

Reaction equation

HRID 1409328 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.Br[CH2:8][C:9](=O)[C:10]([O:12][CH2:13][CH3:14])=[O:11]>CO>[NH:3]1[C:2]2[NH:1][C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:8][C:6]=2[CH:5]=[N:4]1

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 178418806HCID 178418806, compound

Product 1

HCID 136377295HCID 136377295, compoundYield 110.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Aminopyrazole (1.203 mmol, 0.1 g), ethyl bromopyruvate (1.504 mmol, 0.293 g) and methanol were added into a flask and refluxed for 1.5 h. The solvent was evaporated and the residue was dissolved in DCM and washed with Na2HCO3. The organic phase was dried, filtered and evaporated. 0.238 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.30 (t, 3H), 4.26 (q, 2H), 6.76 (d, 1H), 7.68 (s, 1H).

Workup

  1. temperaturerefluxed for 1.5 h
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in DCM
  4. washwashed with Na2HCO3
  5. customThe organic phase was dried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-04a62f9191534daabc3e4b4fc27c8053
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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