Conditions for the synthesis of olanzapine derivatives in the reaction of DOLA (1 eq.) : CH3I (1.5 eq.) : K2CO3 or DIPEA (3 eq.) : catalyst (0.01 eq.) in the presence of microwave irradiation (MW) and ultrasound (“)))”).
| No. | Conditions | Temp.a [°C] | Pressureb [bar] | Solvent/base/catalyst | Reaction time [min] | Yield [%] |
|---|---|---|---|---|---|---|
| 1 | MW | 147 | 2.3 | DMF/K2CO3/TBAB | 2 | 57 |
| 2 | MW | 150 | 4.7 | DMF/K2CO3/TBAB | 1.5 | 69 |
| 3 | MW | 105 | Atm | DMF/K2CO3/TBAB | 1.5 | 48 |
| 4 | MW | 150 | 3.2 | DMF//K2CO3/DABCO | 1 | 71 |
| 5 | MW | 150 | 1.9 | DMF/K2CO3/BTBAC | 1 | 69 |
| 6 | MW | 150 | 2.6 | DMF/K2CO3/TEAC | 1 | 73 |
| 7 | MW | 150 | 2.3 | DMF/K2CO3/TMAB | 1 | 72 |
| 8 | MW | 150 | 2.2 | DMF/K2CO3/TEBA | 1 | 87 |
| 9 | MW | 150 | 2.5 | DMF/K2CO3/CTAB | 1 | 95 |
| 10 | MW | 150 | 0.5 | DMF/K2CO3/- | 1 | 38 |
| 11 | MW | 150 | 0.5 | NaDES/K2CO3/TBAB | 2 | 46 |
| 12 | MW | 150 | 0.5 | NaDES/K2CO3/- | 2 | 37 |
| 13 | MW | 150 | 2.5 | NaDES/Glycerine/K2CO3/TBAB | 2.5 | 53 |
| 14 | ))) | 45 | Atm | DMF/K2CO3/TBAB | 120 | 40 |
| 15 | ))) | 45 | Atm | DMF/K2CO3/DABCO | 120 | 45 |
| 16 | ))) | 45 | Atm | DMF/K2CO3/- | 120 | 15 |
| 17 | ))) | 45 | Atm | NaDES/K2CO3/TBAB | 120 | 25 |
| 18 | ))) | 45 | Atm | NaDES/DIPEA/TBAB | 120 | 61 |
Highest observed data entered, the maximum temperature was set to 150 °C; reactions in the presence of ultrasound were carried out under reflux, due to the boiling point of CH3I (43 °C).
Highest observed data entered, the maximum pressure was set to 10 bar.