Hydrochloric Acid → Sertraline Hydrochloride

HRID 2251723Notes

Reaction equation

HRID 2251723 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-085f622a477a4e99b1bfdf5f03e5f582
Source dataset
uspto-grants-2008_01
Patent number
US07319171B2

Reaction notes

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