Hydrochloric Acid → HCID 16067579, compound

HRID 2059809Notes

Reaction equation

HRID 2059809 reaction equation
[CH:1]([N:4]([CH:26]([CH3:28])[CH3:27])[C:5](=[O:25])[CH:6]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[CH:7]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:8][C:9]([O:11]C)=[O:10])([CH3:3])[CH3:2].O.[OH-].[Na+].Cl>CCO>[CH:26]([N:4]([CH:1]([CH3:3])[CH3:2])[C:5](=[O:25])[CH:6]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[CH:7]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:8][C:9]([OH:11])=[O:10])([CH3:27])[CH3:28]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 15941322HCID 15941322, compound

Product 1

HCID 16067579HCID 16067579, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 5-(diisopropylamino)-5-oxo-3-phenyl-4-pyridin-3-ylpentanoate (Diastereomer 2, 1.095 g, 2.863 mmol) in EtOH (13 mL) was added water (15 mL) followed by 1 N aqueous NaOH (5.725 mL). The reaction mixture was stirred at room temperature. After 24 h, 1N HCl (5.725 mL) was added. The mixture was then extracted with CH2Cl2 (4×). The combined organic layers were dried over anhydrous Na2SO4 and concentrated to give a light yellow solid.

Workup

  1. extractionThe mixture was then extracted with CH2Cl2 (4×)
  2. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. customto give a light yellow solid

Sources & evidence

ORD record
ord-1e665cfd35e04e8b8d42659ed9f9a02c
Source dataset
uspto-grants-2012_10
Patent number
US08278317B2

Reaction notes

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