Sertraline → Sertraline Hydrochloride

HRID 1359611Notes

Reaction equation

HRID 1359611 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(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

HCID 68617Sertraline

Product 1

HCID 63009Sertraline HydrochlorideYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

Sertraline base (3.7 g) was dissolved in 18.5 mL absolute ethanol and the solution was heated to 60° C. Hydrogen chloride gas was bubbled through the ethanol solution until pH ˜0.5 was reached. The mixture was cooled to room temperature and the stirring was continued for 2 hours. The solid obtained after filtration, washing with ethanol and drying at 50° C. was sertraline hydrochloride Form V (3.16 g, yield 76%).

Workup

  1. customHydrogen chloride gas was bubbled through the ethanol solution until pH ˜0.5
  2. temperatureThe mixture was cooled to room temperature
  3. customThe solid obtained
  4. filtrationafter filtration
  5. washwashing with ethanol
  6. customdrying at 50° C.

Sources & evidence

ORD record
ord-c62b7cdcf4084e1b8f9fc69132cf9365
Source dataset
uspto-grants-2003_07
Patent number
US06600073B1

Reaction notes

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