HCID 68676946, compound → HCID 68675905, compound

HRID 2233023Notes

Reaction equation

HRID 2233023 reaction equation
C[O:2][C:3](=[O:25])[C:4]([C:7]1[N:8]=[C:9]([NH:21][CH:22]([CH3:24])[CH3:23])[C:10]2[N:11]([C:13](=[O:20])[N:14]([C:16]([CH3:19])([CH3:18])[CH3:17])[N:15]=2)[CH:12]=1)([CH3:6])[CH3:5]>O1CCOCC1.[OH-].[Na+]>[C:16]([N:14]1[C:13](=[O:20])[N:11]2[CH:12]=[C:7]([C:4]([CH3:6])([CH3:5])[C:3]([OH:25])=[O:2])[N:8]=[C:9]([NH:21][CH:22]([CH3:23])[CH3:24])[C:10]2=[N:15]1)([CH3:18])([CH3:19])[CH3:17]

Participants

4

Reactant 1

HCID 68676946HCID 68676946, compound

Product 1

HCID 68675905HCID 68675905, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 160 mg of the product of Step A in 1,4-dioxane (5.0 mL) and 6N NaOH (1.0 mL) was warmed to 50° C. After three days, the solvents were removed and the residue was dissolved in water and extracted with chloroform. The pH of the aqueous layer was adjusted to 3 with 2N HCl and then extracted with 9:1 chloroform/IPA (3×). The organic extracts were washed with sat. sodium chloride solution, dried over sodium sulfate, filtered, and concentrated to afford 2-(2-tert-butyl-8-isopropylamino-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-2-methyl-propionic acid as a white solid. MS (M+H+)=336.4.

Workup

  1. customthe solvents were removed
  2. dissolutionthe residue was dissolved in water
  3. extractionextracted with chloroform
  4. extractionextracted with 9:1 chloroform/IPA (3×)
  5. washThe organic extracts were washed with sat. sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-1b560bb2c6b64ef485a36ea09c72e8d3
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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