Reaction #2460335

ord-2c52ce0473ba490ba0fc185ddb73e220

Reaction equation

Cc1cc2c(s1)Nc1ccccc1N=C2N1CCN(C)CC1
olanzapine
O=C(O)CO
glycolic acid
Cc1cc2c(s1)Nc1ccccc1N=C2N1CCN(C)CC1
olanzapine
→
Cc1cc2c(s1)Nc1ccccc1N=C2N1CCN(C)CC1.O=C([O-])CO
Olanzapine Glycolate

Reactants

Cc1cc2c(s1)Nc1ccccc1N=C2N1CCN(C)CC1
olanzapine
O=C(O)CO
glycolic acid
Cc1cc2c(s1)Nc1ccccc1N=C2N1CCN(C)CC1
olanzapine

Reagents

None

Solvents

CC(C)=O
acetone
CC(C)=O
acetone

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe formed crystals were isolated by filtration
  2. 2
    Otherdried overnight at 40° C. in vacuo
  3. 3
    OtherIsolated yield: 84.1 gram (90%)

Procedure

To a clear solution of 75 g olanzapine free base in 1500 ml acetone, was added slowly 18.0 g glycolic acid in 100 ml acetone at room temperature. The resulting mixture was stirred at room temperature overnight. The formed crystals were isolated by filtration and dried overnight at 40° C. in vacuo. Isolated yield: 84.1 gram (90%). 1H-NMR confirms the molar ratio olanzapine:acid=1:1.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07459449B2uspto-grants-2008_12