Eletriptan hydrobromide monohydrate → Eletriptan Hydrobromide

HRID 1293158Notes

Reaction equation

HRID 1293158 reaction equation
[CH3:1][N:2]1[C@@H:6]([CH2:7][C:8]2[C:12]3[CH:13]=[C:14]([CH2:17][CH2:18][S:19]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)(=[O:21])=[O:20])[CH:15]=[CH:16][C:11]=3[NH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3]1.O.[BrH:29]>C1(C)C=CC=CC=1>[CH3:1][N:2]1[C@@H:6]([CH2:7][C:8]2[C:12]3[CH:13]=[C:14]([CH2:17][CH2:18][S:19]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)(=[O:20])=[O:21])[CH:15]=[CH:16][C:11]=3[NH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3]1.[BrH:29]

Participants

3

Reactant 1

HCID 9891365Eletriptan hydrobromide monohydrate

Product 1

HCID 656631Eletriptan HydrobromideYield 84.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A slurry of eletriptan hydrobromide monohydrate (1.0 g) in toluene (30 ml) was heated under reflux. An aliquot of the toluene (5 ml) was removed by distillation and the mixture was held at below the reflux temperature for 2–3 hours. A further aliquot of toluene (5 ml) was removed by distillation. The residual slurry was cooled to ambient temperature over about one hour and the solid obtained collected by filtration and dried under reduced pressure at 60° C. to provide anhydrous eletriptan hydrobromide (0.81 g).

Workup

  1. temperatureunder reflux
  2. customAn aliquot of the toluene (5 ml) was removed by distillation
  3. waitthe mixture was held at below the reflux temperature for 2–3 hours
  4. customA further aliquot of toluene (5 ml) was removed by distillation
  5. customthe solid obtained
  6. filtrationcollected by filtration
  7. customdried under reduced pressure at 60° C.

Sources & evidence

ORD record
ord-60c09c48cd304948a39e0007f91d399d
Source dataset
uspto-grants-2007_07
Patent number
US07238723B2

Reaction notes

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