Hydrogen Bromide → Vortioxetine hydrobromide

HRID 1909084Notes

Reaction equation

HRID 1909084 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.[BrH:22]>C(OCC)(=O)C>[BrH:22].[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 9966051Vortioxetine

Product 1

HCID 56843850Vortioxetine hydrobromideYield 47%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

49.5 gram of 1-[2-(2,4-Dimethylphenylsulfanyl)-phenyl]piperazine colourless oil was dissolved in 500 mL ethyl acetate and added 18.5 mL 48%-wt HBr (aq). This addition caused formation of a thick slurry which was stirred over night at room temperature. Filtration and drying in vacuum (50° C.) over night produced the product in 29.6 gram as white solid (47%).

Workup

  1. additionThis addition
  2. filtrationFiltration
  3. customdrying in vacuum (50° C.) over night

Sources & evidence

ORD record
ord-9e2ee4c50fe342778d20e638180395d5
Source dataset
uspto-grants-2013_12
Patent number
US08598348B2

Reaction notes

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