Water → 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one hydrate

HRID 2170285Notes

Reaction equation

HRID 2170285 reaction equation
[CH:1]1[CH:2]=[C:3]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:21]=[CH:22][C:23]4[CH2:30][CH2:29][C:27](=[O:28])[NH:26][C:24]=4[CH:25]=3)[CH2:11][CH2:10]2)[C:4]([Cl:8])=[C:5]([Cl:7])[CH:6]=1.[OH2:31]>C(O)C>[CH2:30]1[C:23]2[CH:22]=[CH:21][C:20]([O:19][CH2:18][CH2:17][CH2:16][CH2:15][N:12]3[CH2:11][CH2:10][N:9]([C:3]4[CH:2]=[CH:1][CH:6]=[C:5]([Cl:7])[C:4]=4[Cl:8])[CH2:14][CH2:13]3)=[CH:25][C:24]=2[NH:26][C:27](=[O:28])[CH2:29]1.[OH2:31]

Participants

4

Reactant 2

HCID 962WaterHCID 60795Aripiprazole2×

Product 1

HCID 114086887-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one hydrate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The resulting crude aripiprazole (aripiprazole anhydrous crystal) was added to water-containing ethanol (ethanol: 80%, water: 20%), and heated to a solvent reflux temperature to completely dissolve the crude aripiprazole. The solution was cooled to precipitate an aripiprazole hydrate crystal, and the aripiprazole hydrate crystal was precipitated and milled by a wet pulverization device. After the solvent was removed by filtration, drying (air-drying overnight at room temperature) was performed to obtain an aripiprazole hydrate fine crystal (a crystal of aripiprazole hydrate A). The particle size was adjusted by wet pulverization operation conditions (suspension temperature, rotation speed, shape of wings for pulverization, etc.) to prepare a crystal of aripiprazole hydrate A having a desired particle size.

Workup

  1. temperatureheated to a solvent
  2. temperaturereflux temperature
  3. temperatureThe solution was cooled
  4. customto precipitate an aripiprazole hydrate crystal
  5. customthe aripiprazole hydrate crystal was precipitated
  6. custommilled by a wet pulverization device
  7. customAfter the solvent was removed by filtration
  8. customdrying
  9. custom(air-drying overnight at room temperature)

Sources & evidence

ORD record
ord-7b1e8b7040d94221b4920a6ca5eb3898
Source dataset
uspto-grants-2015_06
Patent number
US09051268B2

Reaction notes

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