Serinol → HCID 9839827, compound

HRID 1954846Notes

Reaction equation

HRID 1954846 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[C:3]([C:7]([O-:9])=O)[C:2]=1[C:10]([O:12]C)=O.[NH2:14][CH:15]([CH2:18][OH:19])[CH2:16][OH:17]>CCO>[OH:17][CH2:16][CH:15]([NH:14][C:7]([C:3]1[C:2]([C:10]([NH:14][CH:15]([CH2:18][OH:19])[CH2:16][OH:17])=[O:12])=[N:1][CH:6]=[CH:5][N:4]=1)=[O:9])[CH2:18][OH:19]

Participants

4

Reactant 2

HCID 68294SerinolHCID 23293748HCID 23293748, compound

Product 1

HCID 9839827HCID 9839827, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl pyrazine-2,3-dicarboxylate (2 g, 10.2 mmol) was dissolved in EtOH (5 mL). 2-Amino-1,3-propanediol (1.86 g, 20.4 mmol) was added and the mixture was heated under reflux for 4 h. After cooling the solvent was evaporated and the residue was purified by silica gel chromatography (CHCl3 /MeOH, 8:2) to afford the title compound (2 g, 62.5%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 h
  3. temperatureAfter cooling the solvent
  4. customwas evaporated
  5. customthe residue was purified by silica gel chromatography (CHCl3 /MeOH, 8:2)

Sources & evidence

ORD record
ord-4469712635e140db9a0eb51568855ef5
Source dataset
uspto-grants-2000_09
Patent number
US06124298

Reaction notes

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