4-((6bR,10aS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone toluenesulfonic acid addition salt and salt crystals

1. A method for modulating 5-hydroxytryptamine 2 receptor activity in a patient, comprising administering to a patient in need thereof an effective amount of 4-((6bR,10aS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′: 4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone toluenesulfonic acid salt crystal, wherein said salt crystal exhibits an X-ray powder diffraction pattern comprising at least two peaks having 2-theta values selected from the group consisting of 5.68°, 12.11°, 16.04°, 17.03°, 18.16°, 19.00°, 21.67°, 22.55°, 23.48° and 24.30°, wherein the X-ray powder diffraction data is collected on a diffractometer operating with a copper anode with a nickel filter.

2. A method for modulating 5-hydroxytryptamine 2A receptor activity in a patient, comprising administering to a patient in need thereof an effective amount of 4-((6bR,10aS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′: 4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone toluene sulfonic acid salt crystal, wherein said salt crystal exhibits an X-ray powder diffraction pattern comprising at least two peaks having 2-theta values selected from the group consisting of 5.68°, 12.11°, 16.04°, 17.03°, 18.16°, 19.00°, 21.67°, 22.55°, 23.48° and 24.30°, wherein the X-ray powder diffraction data is collected on a diffractometer operating with a copper anode with a nickel filter.

3. The method according to claim 2 , wherein said salt crystal exhibits an X-ray powder diffraction pattern according to FIG. 7 , FIG. 7A or FIG. 7B .

4. The method according to claim 3 , wherein said salt crystal exhibits a differential scanning calorimetry pattern or a thermogravimetric analysis profile according to FIG. 8 .

5. The method according to claim 2 , wherein said salt crystal exhibits an X-ray powder diffraction pattern comprising at least five peaks having 2-theta values selected from the group consisting of: 5.68°, 12.11°, 16.04°, 17.03°, 18.16°, 19.00°, 21.67°, 22.55°, 23.48° and 24.30°, wherein the X-ray powder diffraction data is collected on a diffractometer operating with a copper anode with a nickel filter.

6. The method according to claim 2 , wherein said salt crystal exhibits an X-ray powder diffraction pattern according to FIG. 7 .

7. The method according to claim 2 , wherein said salt crystal exhibits an X-ray powder diffraction pattern according to FIG. 7A .

8. The method according to claim 2 , wherein said salt crystal exhibits a differential scanning calorimetry pattern or a thermogravimetric analysis profile according to FIG. 8 .

9. A method for modulating 5-hydroxytryptamine 2A receptor activity in a patient, comprising administering to a patient in need thereof an effective amount of 4-((6bR,10aS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′: 4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone toluenesulfonic acid salt crystal, wherein said salt crystal is prepared from a process comprising the steps of:

a) reacting 4-((6bR,10aS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′: 4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone free base with p-toluenesulfonic acid in the presence of 2-propanol; or

b) dissolving 4-46bR,10aS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′: 4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone toluenesulfonic acid addition salt in 2-propanol; and

c) optionally cooling the resulting solution or mixture from step (a) or step (b) to 0°-25° C.

10. The method according to claim 9 , wherein said salt crystal is prepared from a process comprising the steps of:

a) reacting 4-((6bR,10aS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H-pyrido[3′,4′: 4,5]pyrrolo[1,2,3-de]quinoxalin-8(7H)-yl)-1-(4-fluorophenyl)-1-butanone free base with p-toluenesulfonic acid in the presence of 2-propanol, wherein the amount of 2-propanol is in an amount of 2-5 mL per gram of free base;

b) optionally cooling the resulting solution or mixture from step (a) to 0°-25° C.

11. The method according to claim 10 , which further comprises the step of adding an anti-solvent.

12. The method according to claim 10 , which further comprises the step of adding water.

13. The method according to claim 9 , which further comprises the step of adding an anti-solvent.

14. The method according to claim 9 , which further comprises the step of adding water.