Sodium Hydroxide → HCID 58907034, compound

HRID 1295096Notes

Reaction equation

HRID 1295096 reaction equation
C([O:3][C:4](=[O:41])[C:5]([O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([CH2:16][N:17]([C:24]2[S:28][C:27]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=3)=[N:26][C:25]=2[CH3:39])[CH2:18][C:19]2[CH:23]=[CH:22][S:21][CH:20]=2)=[CH:11][C:10]=1[CH3:40])([CH3:7])[CH3:6])C.[OH-].[Na+]>CCO>[CH3:15][C:14]1[CH:13]=[C:12]([CH2:16][N:17]([C:24]2[S:28][C:27]([C:29]3[CH:30]=[CH:31][C:32]([C:35]([F:36])([F:37])[F:38])=[CH:33][CH:34]=3)=[N:26][C:25]=2[CH3:39])[CH2:18][C:19]2[CH:23]=[CH:22][S:21][CH:20]=2)[CH:11]=[C:10]([CH3:40])[C:9]=1[O:8][C:5]([CH3:7])([CH3:6])[C:4]([OH:41])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9960386HCID 9960386, compound

Product 1

HCID 58907034HCID 58907034, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of example 1 (300 mg, 0.5 mmol) in EtOH was added a 1N NaOH solution and the mixture was stirred to reflux for 1 hour and then the solvant was evaporated off. The residue was acidified with a 1N HCl solution and the precipitate was purified by flash chromatography using DCW/MeOH (90/10), to give the title compound (75 mg, 0.13 mmol) as crystals.

Workup

  1. temperatureto reflux for 1 hour
  2. customthe solvant was evaporated off
  3. customthe precipitate was purified by flash chromatography

Sources & evidence

ORD record
ord-404a4c0c8a5542d2aa1655f8bcfd8779
Source dataset
uspto-grants-2007_07
Patent number
US07241793B2

Reaction notes

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