Sodium Acetate → HCID 58442356, compound

HRID 2202507Notes

Reaction equation

HRID 2202507 reaction equation
[CH2:1]([O:3][C:4](=[O:10])[CH:5]([NH2:9])[C:6](=[NH:8])[NH2:7])[CH3:2].[CH:11]([C:13]([C:15]([F:18])([F:17])[F:16])=O)=O.C([O-])(=O)C.[Na+]>O>[CH2:1]([O:3][C:4]([C:5]1[C:6]([NH2:7])=[N:8][C:13]([C:15]([F:18])([F:17])[F:16])=[CH:11][N:9]=1)=[O:10])[CH3:2]

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 27790243,3,3-Trifluoro-2-oxopropanalHCID 12439913HCID 12439913, compound

Product 1

HCID 58442356HCID 58442356, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of amino-carbamimidoyl-acetic acid ethyl ester (2 g, 9.22 mmol) and water (50 ml), a 20% aqueous solution of trifluoropyruvic aldehyde (2.32 g, 18.43 mmol) was added. To this mixture, sodium acetate (5.29 g, 64.52 mmol) was added (pH of the reaction mixture was pH5). The reaction mixture was left to stir at RT overnight. The resultant precipitate was filtered under vacuum purification by chromatography on silica eluting with iso-hexane: EtOAc (gradient of 0 to 10% EtOAc) afforded the title compound

Workup

  1. waitThe reaction mixture was left
  2. filtrationThe resultant precipitate was filtered under vacuum purification by chromatography on silica eluting with iso-hexane

Sources & evidence

ORD record
ord-cb180dde3b7f426b96d3706052b6cbcf
Source dataset
uspto-grants-2016_06
Patent number
US09365552B2

Reaction notes

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