Sodium Hydroxide → HCID 15542660, compound

HRID 379007Notes

Reaction equation

HRID 379007 reaction equation
C([O:4][C:5]1([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[S:43][C:20]4[N:21]([CH2:34][C:35]5[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:36]=5[F:42])[CH:22]=[C:23]([C:26](=[O:33])[C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[C:24](=[O:25])[C:19]=4[C:18]=3[CH2:44][N:45]([CH2:47][C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[CH3:46])=[CH:13][CH:12]=2)=[O:9])[CH2:7][CH2:6]1)(=O)C.[OH-].[Na+]>C(O)C.C(Cl)(Cl)Cl>[CH2:47]([N:45]([CH2:44][C:18]1[C:19]2[C:24](=[O:25])[C:23]([C:26](=[O:33])[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[CH:22][N:21]([CH2:34][C:35]3[C:36]([F:42])=[CH:37][CH:38]=[CH:39][C:40]=3[F:41])[C:20]=2[S:43][C:17]=1[C:14]1[CH:13]=[CH:12][C:11]([NH:10][C:8]([C:5]2([OH:4])[CH2:7][CH2:6]2)=[O:9])=[CH:16][CH:15]=1)[CH3:46])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15542658HCID 15542658, compound

Product 1

HCID 15542660HCID 15542660, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6212ChloroformSolvent

Procedure

A mixture of the compound obtained in Example 19 (0.24 g, 0.33 mmol) and 5N sodium hydroxide (0.07 ml) in ethanol (8 ml) was stirred at room temperature for 1 hour. After the solvent was distilled of f under reduced pressure, the residue obtained was dissolved in chloroform (30 ml) and the solution was washed with aqueous sodium bicarbonate (saturated, 20 ml) and brine (20 ml). After the organic layer was dried (Na2SO4), the solvent was distilled off under reduced pressure and the residue obtained was recrystallized from chloroform-ether to yield pale yellow powders (0.17 g, 75%).

Workup

  1. distillationAfter the solvent was distilled of f under reduced pressure
  2. customthe residue obtained
  3. washthe solution was washed with aqueous sodium bicarbonate (saturated, 20 ml) and brine (20 ml)
  4. dry with materialAfter the organic layer was dried (Na2SO4)
  5. distillationthe solvent was distilled off under reduced pressure
  6. customthe residue obtained
  7. customwas recrystallized from chloroform-ether

Sources & evidence

ORD record
ord-dd7030e5ba6848f1816eb4328f76b0ee
Source dataset
uspto-grants-2001_10
Patent number
US06297255B1

Reaction notes

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