Sodium Hydroxide → HCID 66941735, compound

HRID 1173956Notes

Reaction equation

HRID 1173956 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]([CH2:31][C:32]2[NH:33][CH:34]=[CH:35][N:36]=2)[CH2:24][C:25]2[N:26]([CH3:30])[CH:27]=[CH:28][N:29]=2)=[CH:18][CH:17]=1)(=[O:15])=[O:14])(C)(C)C.Cl.O1CCOCC1.[OH-].[Na+]>CO>[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]([CH2:31][C:32]2[NH:36][CH:35]=[CH:34][N:33]=2)[CH2:24][C:25]2[N:26]([CH3:30])[CH:27]=[CH:28][N:29]=2)=[CH:18][CH:17]=1)(=[O:14])=[O:15]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 204431481,4-Dioxane hydrochlorideHCID 68767160HCID 68767160, compound

Product 1

HCID 66941735HCID 66941735, compoundYield 115.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound (902.3 mg) obtained in Example 102-3 was dissolved in methanol (4.0 ml) and added with a 4 mol/l hydrogen chloride/dioxane solution (4.0 ml), followed by stirring at room temperature for 8.5 hours. After the reaction, the solvent was dissolved off. The residue was added with a 1 mol/l sodium hydroxide aqueous solution (7 ml) and subjected to extraction with chloroform. Then, the extract was dried with magnesium sulfate and the solvent was dissolved off. The residue was then purified through a solid-phase extraction column (ODS type), thereby obtaining the subject compound (844.3 mg) as a brown viscous solid.

Workup

  1. customAfter the reaction
  2. dissolutionthe solvent was dissolved off
  3. extractionsubjected to extraction with chloroform
  4. dry with materialThen, the extract was dried with magnesium sulfate
  5. dissolutionthe solvent was dissolved off
  6. customThe residue was then purified through a solid-phase extraction column (ODS type)

Sources & evidence

ORD record
ord-76c7b0bd4d2743449650c5388b0988ee
Source dataset
uspto-grants-2010_11
Patent number
US07833991B2

Reaction notes

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