Hydrochloric Acid → Fexofenadine Hydrochloride

HRID 2356373Notes

Reaction equation

HRID 2356373 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].[ClH:38]>C(#N)C>[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].[ClH:38]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 3348Fexofenadine

Product 1

HCID 63002Fexofenadine Hydrochloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.1 g of fexofenadine base were suspended in acetonitrile (39 g). 0.4 g of hydrogen chloride was passed into the suspension at −10 to −12° C., after which the mixture was heated at the reflux temperature for 1.5 h and then cooled. The hydrochloride was isolated by filtration, washed with acetonitrile and dried under vacuum at 00° C. to give 5.1 g (92%) of fexofenadine hydrochloride in the form of a mixture of different polymorphs.

Workup

  1. customwas passed into the suspension at −10 to −12° C.
  2. temperatureafter which the mixture was heated at the reflux temperature for 1.5 h
  3. temperaturecooled

Sources & evidence

ORD record
ord-09fe27ab9d8849549ab3bf8741ab3f77
Source dataset
uspto-grants-2010_07
Patent number
US07759364B2

Reaction notes

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