Hydrochloric Acid → Sertraline Hydrochloride

HRID 2299580Notes

Reaction equation

HRID 2299580 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)C.[ClH:25]>CC(C)=O>[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:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 68617Sertraline

Product 1

HCID 63009Sertraline Hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Sertraline base (3 g) was dissolved in acetone (10 mL). Isopropanol containing hydrogen chloride (20 mL) was added to the solution until the pH is ˜2. The stirring was continued overnight at room temperature. The resulting solid was filtered, washed with acetone and dried to yield sertraline hydrochloride Form II (2.61 g, yield 77.6%).

Workup

  1. additionwas added to the solution until the pH is ˜2
  2. filtrationThe resulting solid was filtered
  3. washwashed with acetone
  4. customdried

Sources & evidence

ORD record
ord-d13cac6ea6774113ab1c872228198b62
Source dataset
uspto-grants-2002_12
Patent number
US06495721B1

Reaction notes

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