Sertraline → Sertraline Hydrochloride

HRID 853177Notes

Reaction equation

HRID 853177 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.[ClH:21].CN(C)C(=O)C>C(O)CCC>[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:21]

Participants

4

Reactant 2

HCID 68617SertralineHCID 523006HCID 523006, compound

Product 1

HCID 63009Sertraline HydrochlorideYield 65%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

3 g of sertraline base in 60 ml n-butanol are heated to 50° C. 1.21 g N,N-dimethylacetamide hydrochloride are added. The suspension is kept for approximately 10 min at 50° C. and is then allowed to cool to ambient temperature within 1 hour. The product is then isolated by filtration and dried at 50° C. under vacuum to yield 2.16 g (65%) of Sertraline hydrochloride form II.

Workup

  1. customThe product is then isolated by filtration
  2. customdried at 50° C. under vacuum

Sources & evidence

ORD record
ord-fd7cf4d1d9c04790aa8a47fca03be560
Source dataset
uspto-grants-2007_08
Patent number
US07253320B2

Reaction notes

Loading…