Gabapentin hydrochloride → Gabapentin

HRID 1868432Notes

Reaction equation

HRID 1868432 reaction equation
[CH2:1]1[CH2:6][CH2:5][C:4]([CH2:11][NH2:12])([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1.Cl>O>[CH2:1]1[CH2:2][CH2:3][C:4]([CH2:11][NH2:12])([CH2:7][C:8]([OH:10])=[O:9])[CH2:5][CH2:6]1

Participants

3

Reactant 1

HCID 6453919Gabapentin hydrochloride

Product 1

HCID 3446Gabapentin

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In WO 0001660, a solution of gabapentin hydrochloride in water was passed over ReliteEXA10 resin and the eluate was concentrated under vacuum. The concentrate was treated with 2-methoxy ethanol and a mixture of water and 2-methoxy ethanol was distilled out. Isopropanol was added to the resultant suspension; the mixture was heated to 60 deg C. for 30 minutes and cooled. After 2 hours at −5 to −10 deg C., the precipitate was filtered to give gabapentin.

Workup

  1. concentrationthe eluate was concentrated under vacuum
  2. additionThe concentrate was treated with 2-methoxy ethanol
  3. additiona mixture of water and 2-methoxy ethanol
  4. distillationwas distilled out
  5. additionIsopropanol was added to the resultant suspension
  6. temperaturethe mixture was heated to 60 deg C
  7. temperaturecooled
  8. waitAfter 2 hours at −5 to −10 deg C
  9. filtration, the precipitate was filtered

Sources & evidence

ORD record
ord-79fc4b6078b348208bd17ef00d932448
Source dataset
uspto-grants-2009_12
Patent number
US07635717B2

Reaction notes

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