Water → HCID 59314397, compound

HRID 1047845Notes

Reaction equation

HRID 1047845 reaction equation
C([O:3][C:4]([C:6]1([NH:15][C:16](=[O:29])[C:17]2[C:22]([NH2:23])=[CH:21][CH:20]=[C:19]([CH3:24])[C:18]=2[CH:25]=[C:26]([CH3:28])[CH3:27])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.[OH-].[K+].O>CCO>[NH2:23][C:22]1[C:17]([C:16]([NH:15][C:6]2([C:4]([OH:5])=[O:3])[CH2:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:14]2)=[O:29])=[C:18]([CH:25]=[C:26]([CH3:27])[CH3:28])[C:19]([CH3:24])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 59314334HCID 59314334, compound

Product 1

HCID 59314397HCID 59314397, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture (224) and KOH (500 mg, 8.9 mmol) is dissolved in EtOH (8 mL) and water (1 mL) under a water bath. The water bath is removed when KOH is completely dissolved and the resulting reaction solution is stirred at RT for 4 h. After concentration in vacuo, the residue is dissolved in water (20 mL) and acidified with conc. HCl until no more white precipitate formed. After the filtration, the crude solid is purified by HPLC to give 48 mg brown solid (225).

Workup

  1. customThe water bath is removed when KOH
  2. dissolutionis completely dissolved
  3. customthe resulting reaction solution
  4. concentrationAfter concentration in vacuo
  5. dissolutionthe residue is dissolved in water (20 mL)
  6. customformed
  7. filtrationAfter the filtration
  8. customthe crude solid is purified by HPLC

Sources & evidence

ORD record
ord-98e305ecac0e49fca9e120c0faf991f1
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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