Sodium Hydroxide → AM432 sodium

HRID 1625677Notes

Reaction equation

HRID 1625677 reaction equation
[CH:1]1([C:4]([N:6]([CH2:9][C:10]2[CH:15]=[C:14]([C:16]3[CH:17]=[N:18][C:19]([O:22][CH2:23][CH3:24])=[CH:20][CH:21]=3)[CH:13]=[CH:12][C:11]=2[C:25]2[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[C:27]([CH2:33][C:34]([OH:36])=[O:35])[CH:26]=2)[CH2:7][CH3:8])=[O:5])[CH2:3][CH2:2]1.[OH-].[Na+:38]>C(O)C>[Na+:38].[CH:1]1([C:4]([N:6]([CH2:9][C:10]2[CH:15]=[C:14]([C:16]3[CH:17]=[N:18][C:19]([O:22][CH2:23][CH3:24])=[CH:20][CH:21]=3)[CH:13]=[CH:12][C:11]=2[C:25]2[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[C:27]([CH2:33][C:34]([O-:36])=[O:35])[CH:26]=2)[CH2:7][CH3:8])=[O:5])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 50901658AM-432

Product 1

HCID 50901657AM432 sodium

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[2′-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4′-(6-ethoxy-pyridin-3-yl)-6-methoxy-biphenyl-3-yl]-acetic acid (26.0 g, 53.2 mmol) was dissolved in ethanol (180 mL), sodium hydroxide (53.2 mL, 1N aq.) was added and the reaction was stirred at room temperature for 1 hour. The solution was filtered to remove solid impurities then concentrated. The residue was dissolved in water (˜150 mL) then frozen and lyophilized to afford the title compound.

Workup

  1. filtrationThe solution was filtered
  2. customto remove solid impurities
  3. concentrationthen concentrated
  4. dissolutionThe residue was dissolved in water (˜150 mL)
  5. temperaturethen frozen

Sources & evidence

ORD record
ord-7a2151900fe24802a73a78c5d42daa99
Source dataset
uspto-grants-2014_07
Patent number
US08785393B2

Reaction notes

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