Serinol → HCID 23293752, compound

HRID 1954850Notes

Reaction equation

HRID 1954850 reaction equation
CO[C:3]([C:5]1[C:10]([C:11]([O:13]C)=O)=[CH:9][CH:8]=[CH:7][N:6]=1)=[O:4].[NH2:15][CH:16]([CH2:19][OH:20])[CH2:17][OH:18]>CCO>[OH:18][CH2:17][CH:16]([NH:15][C:3]([C:5]1[C:10]([C:11]([NH:15][CH:16]([CH2:19][OH:20])[CH2:17][OH:18])=[O:13])=[CH:9][CH:8]=[CH:7][N:6]=1)=[O:4])[CH2:19][OH:20]

Participants

4

Reactant 2

HCID 68294SerinolHCID 690582,3-Dimethyl 2,3-pyridinedicarboxylate

Product 1

HCID 23293752HCID 23293752, compoundYield 124.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Pyridine-2,3-dicarboxylic acid dimethyl ester (2 g, 10.25 mmol) was dissolved in EtOH (5 mL). 2-Amino-1,3-propanediol (1.87 g, 20.5 mmol) was added and the mixture was heated under reflux for 6 h. After cooling the solvent was evaporated and the residue was purified by silica gel chromatography (CHCl3 /MeOH, 7:4) to afford the title compound (4 g, 75%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 h
  3. temperatureAfter cooling the solvent
  4. customwas evaporated
  5. customthe residue was purified by silica gel chromatography (CHCl3 /MeOH, 7:4)

Sources & evidence

ORD record
ord-745b47ab8ab34e949fa96b43ec2403f3
Source dataset
uspto-grants-2000_09
Patent number
US06124298

Reaction notes

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