Sertraline → Sertraline Hydrochloride

HRID 458232Notes

Reaction equation

HRID 458232 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>CCO.O.Cl.N1C=CC=CC=1>[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

5

Reactant 1

HCID 68617Sertraline

Product 1

HCID 63009Sertraline HydrochlorideYield 172.8%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 10176127Pyridinium chlorideSolvent

Procedure

A solution of sertraline base (51,7 g) in etanol (200 ml) was diluted with water (50 ml) and pyridine hydrochloride (19,5) was added at room temperature under nitrogen. The reaction mixture was stirred at room temperature for 1 hour and the solid that crystallised was isolated by filtration, washed with etanol and dried under vacuum. 50 g of sertraline hydrochloride form V (yield 87%) were obtained.

Workup

  1. additionwas added at room temperature under nitrogen
  2. customthe solid that crystallised
  3. customwas isolated by filtration
  4. washwashed with etanol
  5. customdried under vacuum

Sources & evidence

ORD record
ord-32f620cfca0748f682de6f384f8a16b5
Source dataset
uspto-grants-2007_03
Patent number
US07189876B2

Reaction notes

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