Sodium Hydroxide → HCID 136005967, compound

HRID 915941Notes

Reaction equation

HRID 915941 reaction equation
C([O:3][C:4](=[O:34])[CH2:5][NH:6][C:7](=[O:33])[C:8]1[CH:13]=[CH:12][C:11]([C:14]2[NH:15][C:16](=[O:30])[C:17]3[C:22]([CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)=[N:21][N:20]([CH3:29])[C:18]=3[N:19]=2)=[C:10]([O:31][CH3:32])[CH:9]=1)C.[OH-].[Na+]>CO>[CH:23]1([C:22]2[C:17]3[C:16](=[O:30])[NH:15][C:14]([C:11]4[CH:12]=[CH:13][C:8]([C:7]([NH:6][CH2:5][C:4]([OH:34])=[O:3])=[O:33])=[CH:9][C:10]=4[O:31][CH3:32])=[N:19][C:18]=3[N:20]([CH3:29])[N:21]=2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136005855HCID 136005855, compound

Product 1

HCID 136005967HCID 136005967, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 1 ml methanol/3 ml 1,4-dioxane mixed solution of 60 mg (0.13 mmol) of the compound obtained in Example 71, 1 ml of a 1M aqueous solution of sodium hydroxide was added at room temperature, and the mixture was stirred at the same temperature for 1 hour. Then, the solvent was distilled off under reduced pressure, and the residue was diluted with water, followed by washing the dilution with ether. The aqueous layer was acidified with a 2M aqueous solution of hydrochloric acid, and then extracted with chloroform. The organic layer was washed with water and a saturated aqueous solution of sodium chloride. After the washed layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain 53 mg (93%) of the captioned compound.

Workup

  1. distillationThen, the solvent was distilled off under reduced pressure
  2. additionthe residue was diluted with water
  3. washby washing the dilution with ether
  4. extractionextracted with chloroform
  5. washThe organic layer was washed with water
  6. dry with materialAfter the washed layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-7c8628effcb24b1ab22d71eb184ef1d1
Source dataset
uspto-grants-2007_09
Patent number
US07268128B2

Reaction notes

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