Sodium Hydroxide → HCID 18474589, compound

HRID 2227998Notes

Reaction equation

HRID 2227998 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:26][N:27]2[C:31]([CH3:32])=[CH:30][N:29]=[CH:28]2)[CH2:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[C:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:11]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:26][N:27]2[C:31]([CH3:32])=[CH:30][N:29]=[CH:28]2)[CH2:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([OH:16])=[O:15])=[C:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18474660HCID 18474660, compound

Product 1

HCID 18474589HCID 18474589, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Product from step B in solution in methanol (25 ml) was treated at reflux for 2 hours with NaOH 2N (5.8 ml). After evaporation to dryness and neutralisation at pH6 with 6N HCl, the resulting solid was filtered and purified on reverse phase silica eluting with MeOH/(NH4)2CO3 buffer (2 g/l, pH7) 40/60 to give 4-[2-(4-fluorophenyl)-3-(5-methylimidazol-1-yl)-propyl]-2-phenyl-benzoic acid.

Workup

  1. customAfter evaporation to dryness and neutralisation at pH6 with 6N HCl
  2. filtrationthe resulting solid was filtered
  3. custompurified on reverse phase silica eluting with MeOH/(NH4)2CO3 buffer (2 g/l, pH7) 40/60

Sources & evidence

ORD record
ord-7d02c99655f34a4586ee8a55a9c536e5
Source dataset
uspto-grants-2002_07
Patent number
US06414145B1

Reaction notes

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