Water → HCID 23368694, compound

HRID 1608856Notes

Reaction equation

HRID 1608856 reaction equation
[CH3:1][N:2]([CH2:36][C:37]([O:39]C)=[O:38])[C:3]([CH:5]1[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])([OH:14])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Br:22])[CH:11]=2)[N:6]1[S:23]([C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=1)(=[O:25])=[O:24])=[O:4].O.[OH-].[Na+].S([O-])(O)(=O)=O.[K+]>CO.[OH-].[Na+]>[CH3:1][N:2]([CH2:36][C:37]([OH:39])=[O:38])[C:3]([CH:5]1[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])([OH:14])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Br:22])[CH:11]=2)[N:6]1[S:23]([C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=1)(=[O:24])=[O:25])=[O:4]

Participants

7

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 23368667HCID 23368667, compound

Product 1

HCID 23368694HCID 23368694, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 887MethanolSolvent

Procedure

200 mg of the compound prepared in Example 1a are dissolved in 3 ml of MeOH and 1 ml of water containing 13 mg of sodium hydroxide. After stirring for 24 hours at RT, one drop of concentrated sodium hydroxide solution is added to bring the reaction to an end and then, after 15 minutes, the mixture is acidified to pH 3 by addition of a potassium hydrogensulfate solution. Water is added, the mixture is extracted with AcOEt and the extract is washed with water and dried over magnesium sulfate and the solvent is evaporated under vacuum. The product obtained is recrystallized from DCM/isopropyl ether.

Workup

  1. customthe reaction to an end
  2. waitafter 15 minutes
  3. extractionthe mixture is extracted with AcOEt
  4. washthe extract is washed with water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent is evaporated under vacuum
  7. customThe product obtained
  8. customis recrystallized from DCM/isopropyl ether

Sources & evidence

ORD record
ord-7cafefc312184ba1a2dcdfefa2173abc
Source dataset
uspto-grants-1995_03
Patent number
US05397801

Reaction notes

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