Hydrochloric Acid → Ziprasidone Hydrochloride

HRID 2243900Notes

Reaction equation

HRID 2243900 reaction equation
[ClH:1].[CH:2]1[CH:3]=[CH:4][C:5]2[S:10][N:9]=[C:8]([N:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:19]4[CH:20]=[C:21]5[CH2:29][C:27](=[O:28])[NH:26][C:22]5=[CH:23][C:24]=4[Cl:25])[CH2:13][CH2:12]3)[C:6]=2[CH:7]=1>C(#N)C>[CH:2]1[CH:3]=[CH:4][C:5]2[S:10][N:9]=[C:8]([N:11]3[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][C:19]4[CH:20]=[C:21]5[CH2:29][C:27](=[O:28])[NH:26][C:22]5=[CH:23][C:24]=4[Cl:25])[CH2:15][CH2:16]3)[C:6]=2[CH:7]=1.[ClH:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 60854Ziprasidone

Product 1

HCID 219099Ziprasidone Hydrochloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Aqueous HCl (37%) (10 ml) was added to a slurry of ziprasidone base Form B (10 g) in acetonitrile (200 ml) at reflux. After the addition, the slurry was heated over night. A solid was filtered and washed with acetonitrile. After drying at 50° C. for ˜16 hours, ziprasidone HCl Form E was obtained (12.71 g) (The water content was 9.25% by K.F. and the loss on drying by TGA is 18.8%), as confirmed by XRD.

Workup

  1. temperatureat reflux
  2. additionAfter the addition
  3. temperaturethe slurry was heated over night
  4. filtrationA solid was filtered
  5. washwashed with acetonitrile
  6. customAfter drying at 50° C. for ˜16 hours

Sources & evidence

ORD record
ord-86824d251d9341998c5ec6371ea7ced5
Source dataset
uspto-grants-2010_03
Patent number
US07678799B2

Reaction notes

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