Triethylamine → HCID 178501652, compound

HRID 1005729Notes

Reaction equation

HRID 1005729 reaction equation
[OH:1][C:2]1[C:3]([C:8]([O:10]C)=O)=[N:4][CH:5]=[CH:6][N:7]=1.C(N(CC)CC)C.Cl.[CH3:20][O:21][C:22](=[O:25])[CH2:23][NH2:24]>ClCCl>[OH:1][C:2]1[C:3]([C:8]([NH:24][CH2:23][C:22]([O:21][CH3:20])=[O:25])=[O:10])=[N:4][CH:5]=[CH:6][N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 122755Glycine methyl ester hydrochlorideHCID 178499100HCID 178499100, compound

Product 1

HCID 178501652HCID 178501652, compoundYield 38.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 6 mL of dichloromethane is suspended 0.30 g of methyl 3-hydroxy-2-pyrazinecaroxylate obtained according to the method described in literature [J. Heterocycl. Chem., 34, 27 (1997)]. To the suspension are successively added 0.54 mL of triethylamine and 0.29 g of glycine methyl ester hydrochloride. The resulting mixture is stirred at ambient temperature for 5 hours. After cooling, the solvent is distilled off under reduced pressure. The residue is purified by reverse phase column chromatography (eluent: water) to obtain 0.16 g of methyl 2-{[(3-hydroxy-2-pyrazinyl)-carbonyl]amino}acetate.

Workup

  1. customobtained
  2. temperatureAfter cooling
  3. distillationthe solvent is distilled off under reduced pressure
  4. customThe residue is purified by reverse phase column chromatography (eluent: water)

Sources & evidence

ORD record
ord-aed0ecfc7b8e4ad19bc8c27d6476e211
Source dataset
uspto-grants-2004_09
Patent number
US06787544B2

Reaction notes

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