Solid forms of a gpr119 agonist and processes for the preparation thereof

A solid form of a compound of Formula I:

• wherein the solid form is selected from:
• A. crystalline Form M-1 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 6.0±0.2, 8.1±0.2 and 17.3±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 1;
• iii) a differential scanning calorimetry (DSC) plot exhibiting endothermic peaks at about 111° C. and about 141.7° C.;
• or
• iv) any combination of any of the foregoing;
• B. crystalline Form M-2 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 6.9±0.2, 10.6±0.2, 16.6±0.2, 19.2±0.2 and 20.4±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 2;
• iii) a differential scanning calorimetry (DSC) plot exhibiting an endothermic peak at about 144° C.;
• or
• iv) any combination of any of the foregoing;
• C. crystalline Form M-3 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 7.1±0.2, 13.3±0.2, 17.6±0.2 and 21.8±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 3;
• iii) a differential scanning calorimetry (DSC) plot exhibiting an endothermic peak at about 113° C.;
• or
• iv) any combination of any of the foregoing;
• D. crystalline Form M-4 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 8.8±0.2, 11.3±0.2, 17.8±0.2, 19.0±0.2, 23.1±0.2 and 25.8±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 4;
• iii) a differential scanning calorimetry (DSC) plot substantially as depicted in FIG. 5;
• iv) a Differential Scanning calorimetry (DSC) plot exhibiting an endothermic peak at about 107° C.;
• or
• v) any combination of any of the foregoing;
• E. crystalline Form M-5 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 4.3±0.2, 7.8±0.2, 10.2±0.2, 16.3±0.2 and 16.8±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 6;
• iii) a differential scanning calorimetry (DSC) plot exhibiting an endothermic peak at about 148° C.;
• or
• iv) any combination of any of the foregoing;
• F. crystalline Form M-6 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 5.6±0.2, 9.7±0.2 and 19.8±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 7;
• iii) a differential scanning calorimetry (DSC) plot exhibiting endothermic peaks at about 87° C., about 112° C. and about 142° C.;
• or
• iv) any combination of any of the foregoing;
• G. crystalline Form M-7 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 4.3±0.2, 8.7±0.2, 10.6±0.2, 16.4±0.2 and 18.5±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 8;
• iii) a differential scanning calorimetry (DSC) plot comprising endothermic peaks at about 100° C.;
• or
• iv) any combination of any of the foregoing;
• H. crystalline Form M-8 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 4.6±0.2, 9.3±0.2, 12.3±0.2, 15.5±0.2 and 17.0±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 9;
• iii) a differential scanning calorimetry (DSC) plot exhibiting an onset at about 127° C. and an endothermic peak at about 133° C.;
• or
• iv) any combination of any of the foregoing;
• I. crystalline Form M-9 characterized by:
• i) an X ray powder diffraction spectrum (XRPD) exhibiting characteristic peaks at 11.5±0.2, 13.3±0.2, 15.6±0.2, 17.9±0.2, 19.0±0.2, 23.2±0.2 and 25.8±0.2° 2θ;
• ii) an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 10;
• iii) a differential scanning calorimetry (DSC) plot exhibiting an onset at about 108° C. and an endothermic peak at about 142° C.;
• or
• iv) any combination of any of the foregoing;
• J. an amorphous form characterized by an X ray powder diffraction spectrum (XRPD) substantially as depicted in FIG. 11.