Sodium Chloride → HCID 69943099, compound

HRID 1370623Notes

Reaction equation

HRID 1370623 reaction equation
[Br-].[C:2]([O:5][CH2:6][N:7]1[CH2:11][NH+:10]([CH2:12][C@@:13]([C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][C:35]=2[F:41])([OH:33])[C@H:14]([N:16]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][C:24]([N:27]4[CH:31]=[N:30][N:29]=[N:28]4)=[CH:23][CH:22]=3)[C:17]2=[O:32])[CH3:15])[N:9]=[CH:8]1)(=[O:4])[CH3:3].[Cl-:42].[Na+]>O1CCCC1>[Cl-:42].[C:2]([O:5][CH2:6][N:7]1[CH2:11][NH+:10]([CH2:12][C@@:13]([C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][C:35]=2[F:41])([OH:33])[C@H:14]([N:16]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][C:24]([N:27]4[CH:31]=[N:30][N:29]=[N:28]4)=[CH:23][CH:22]=3)[C:17]2=[O:32])[CH3:15])[N:9]=[CH:8]1)(=[O:4])[CH3:3]

Participants

4

Reactant 2

HCID 5234Sodium ChlorideHCID 69942562HCID 69942562, compound2×

Product 1

HCID 69943099HCID 69943099, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Acetoxymethyl-1-[(2R,3R)-2-(2,4-difluorophenyl)-2-hydroxy-3-[2-oxo-3-[4-(1H-tetrazol-1-yl)phenyl]-1-imidazolidinyl]butyl]-1H-1,2,4-triazolium bromide (Compound 11, 0.5 g) was dissolved in tetrahydrofuran (100 ml). To the solution was added saturated aqueous solution (100 ml) of sodium chloride. The mixture was shaken and the organic layer was separated. The shaking with sodium chloride solution followed by separation of the organic layer was repeated five times. The organic layer was dried over magnesium sulfate and the solvent was distilled off. The residue was recrystallized from ethanol (5 ml) to give 4-acetoxymethyl-1-[(2R,3R)-2-(2,4-difluorophenyl)-2-hydroxy-3-[2-oxo-3-[4-(1H-tetrazol-1-yl)phenyl]-1-imidazolidinyl]butyl]-1H-1,2,4-triazolium chloride (Compound 12, 0.28 g) as white crystals. The physicochemical properties of this product were identical with those of the crystals of Compound 12 obtained by crystallization from ethanol in Reference Example 24.

Workup

  1. customthe organic layer was separated
  2. customThe shaking with sodium chloride solution followed by separation of the organic layer
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was recrystallized from ethanol (5 ml)

Sources & evidence

ORD record
ord-37f575806b954cb0b7b47e2073544472
Source dataset
uspto-grants-2003_06
Patent number
US06583164B1

Reaction notes

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