Fexofenadine → HCID 86614349, compound

HRID 2378339Notes

Reaction equation

HRID 2378339 reaction equation
[CH3:1][C:2]([C:35]([OH:37])=[O:36])([C:4]1[CH:5]=[CH:6][C:7]([CH:10]([OH:34])[CH2:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH:17]([C:20]([OH:33])([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:16][CH2:15]2)=[CH:8][CH:9]=1)[CH3:3]>[OH-].[Na+]>[CH3:3][C:2]([C:35]([OH:37])=[O:36])([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([OH:34])[CH2:11][CH2:12][CH2:13][N:14]2[CH2:15][CH2:16][CH:17]([C:20]([OH:33])([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:18][CH2:19]2)=[CH:6][CH:5]=1)[CH3:1].[C:35]([O-:37])(=[O:36])[CH3:2]

Participants

3

Reactant 1

HCID 3348Fexofenadine

Product 1

HCID 86614349HCID 86614349, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Fexofenadine base was suspended in a 5% aqueous sodium hydroxide solution (250 ml). The mixture was stirred to get a clear solution The clear solution was then quenched at room temperature into a mixture of acetic acid (35 gms) in water (250 ml). The mixture was stirred for 1 hour at room temperature and the solids filtered and washed with water to obtain a neutral pH. The solids were dried under vacuum at 60°-70° C. until the moisture content was between 3.5% to 4.2%.

Workup

  1. customto get a clear solution The clear solution
  2. customwas then quenched at room temperature into a mixture of acetic acid (35 gms) in water (250 ml)
  3. stirringThe mixture was stirred for 1 hour at room temperature
  4. filtrationthe solids filtered
  5. washwashed with water
  6. customto obtain a neutral pH
  7. customThe solids were dried under vacuum at 60°-70° C. until the moisture content

Sources & evidence

ORD record
ord-5cc958ca7dbb4ba09b178002dd3f0122
Source dataset
uspto-grants-2008_12
Patent number
US07470789B2

Reaction notes

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