Hydrochloric Acid → Sertraline Hydrochloride

HRID 1794657Notes

Reaction equation

HRID 1794657 reaction equation
[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.CO.C(O)C.[ClH:26]>O.C(OCC)(=O)C.C(O)(C)C.CCCCCC>[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.[ClH:26]

Participants

9

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 887MethanolHCID 68617Sertraline

Product 1

HCID 63009Sertraline Hydrochloride

Reagents, catalysts & solvents 4

HCID 962WaterSolvent2×HCID 3776IsopropanolSolventHCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Alternatively, sertraline base is added to a solvent selected from the group consisting of methanol, ethanol, water, hexane, isopropyl alcohol, and ethyl acetate or a mixture thereof The solution is heated and concentrated hydrochloric acid is added. Water may also be added. Sertraline hydrochloride Form V is isolated by allowing the mixture to cool to room temperature and remain at room temperature overnight, followed by filtration and drying.

Workup

  1. temperaturea mixture thereof The solution is heated

Sources & evidence

ORD record
ord-1e1f8815b3ac41bfba49da02ea796fc9
Source dataset
uspto-grants-2006_04
Patent number
US07022881B2

Reaction notes

Loading…