Sertraline → Sertraline Hydrochloride
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>C(C(C)=O)C>[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:19]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
10 g sertraline free amine are dissolved in 85 ml methyl ethyl ketone. This solution is clarified by filtration, and the clear solution is well stirred and heated to 60° C. At this temperature 0.5 g (5 mol %) of sertraline hydrochloride Form II are added after which directly the addition of the aqueous hydrogenchloride solution (37%) is started until pH<5. The resulting white suspension is cooled to −5° C. and sertraline hydrochloride is isolated by filtration and dried in vacuum. The sertraline is obtained as Form II.
Workup
- filtrationThis solution is clarified by filtration
- additionAt this temperature 0.5 g (5 mol %) of sertraline hydrochloride Form II are added after which directly
- additionthe addition of the aqueous hydrogenchloride solution (37%)
- temperatureThe resulting white suspension is cooled to −5° C.
Sources & evidence
- ORD record
- ord-cf02b1cfab484809aa5aa152090bac2a
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06939992B2
Reaction notes
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